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Edexcel International A Level Chemistry

Revision Notes

Home / International A Level / Chemistry / Edexcel / Revision Notes / 4: Rates, Equilibria & Further Organic Chemistry / 4.9 Organic Analytical Techniques / 4.9.2 Carbon-13 NMR Spectroscopy


4.9.2 Carbon-13 NMR Spectroscopy


Carbon-13 NMR Spectroscopy

  • Nuclear Magnetic Resonance (NMR) spectroscopy is used for analysing organic compounds
  • Atoms with odd mass numbers usually show signals on NMR
    • For example, isotopes of atoms
    • Many of the carbon atoms on organic molecules are carbon-12
    • A small quantity of organic molecules will contain the isotope carbon-13 atoms
    • These will show signals on a 13C NMR

  • In 13C NMR, the magnetic field strengths of carbon-13 atoms in organic compounds are measured and recorded on a spectrum
  • Just as in 1H NMR, all samples are measured against a reference compound – Tetramethylsilane (TMS)
  • On a 13C NMR spectrum, non-equivalent carbon atoms appear as peaks with different chemical shiftsedexcel-carbon-13-nmr-table

Chemical shift values (relative to the TMS) for 13C NMR analysis table

Chemical shift values (relative to the TMS) for 13C NMR analysis table, downloadable AS & A Level Chemistry revision notes

 

Features of a 13C NMR spectrum

  • 13C NMR spectrum displays sharp single signals
    • There are no complicated spitting patterns like 1H NMR spectra

  • The height of each signal is not proportional to the number of carbon atoms present in a single molecular environment
  • Carbon atoms in different chemical environments will give resonances at different chemical shifts in a 13C spectrum
  • As with 1H NMR, tetramethylsilane is used as the standard reference point for 13C at 0 ppm

Identifying 13C molecular environments

  • On an organic molecule, the carbon-13 environments can be identified in a similar way to the proton environments in 1H NMR
  • For example propanone
    • There are 2 molecular environments
    • 2 signals will be present on its 13C NMR spectrum

There are 2 molecular environments in propanone

 spectra, downloadable AS & A Level Chemistry revision notes

The 13C NMR of propanone showing 2 signals for the 2 molecular environments

Exam Tip

Counting the number of 13C resonances should be the first step in analysing a spectrum. For example, it is possible to differentiate the three isomers of dihydroxybenzene quickly be considering the symmetry of the molecules and therefore the number of resonances expected in their spectra.

Worked Example

How many chemical environments and therefore number of peaks / resonances would be in a 13C  spectra of 1,3-dihydroxybenzene?

Answer:

4 chemical environments and therefore four peaks / resonances on the spectra

 



  • 1. Structure, Bonding & Introduction to Organic Chemistry
    • 1.1 Formulae & Equations
      • 1.1.1 Formulae & Mass
        • 1.1.2 Avogadro & the Mole
          • 1.1.3 Full & Ionic Equations
            • 1.1.4 Calculating Formulae
            • 1.2 Amount of Substance
              • 1.2.1 Concentration Calculations
                • 1.2.2 Reacting Mass Calculations
                  • 1.2.3 Reacting Volume Calculations
                    • 1.2.4 Calculations of Product
                    • 1.3 Atomic Structure
                      • 1.3.1 Sub-Atomic Particles
                        • 1.3.2 Isotopes & Mass Spectra
                        • 1.4 Electrons & Ions
                          • 1.4.1 Endothermic Ionisation Energy
                            • 1.4.2 Electronic Structures
                              • 1.4.3 Shapes of Orbitals
                                • 1.4.4 Electronic Configurations & Chemical Properties
                                • 1.5 The Periodic Table
                                  • 1.5.1 Periodicity - Ionisation Energy
                                    • 1.5.2 Periodicity - Thermal Trends
                                    • 1.6 Ionic & Metallic Bonding & Structure
                                      • 1.6.1 Evidence of Ions
                                        • 1.6.2 Ionic Bonding & Structures
                                          • 1.6.3 Ionic Bond Strength
                                            • 1.6.4 Polarisation
                                              • 1.6.5 Metallic Bonding & Lattices
                                              • 1.7 Covalent Bonding & Structure
                                                • 1.7.1 Evidence of Covalent Bonding
                                                  • 1.7.2 Covalent Bonding
                                                    • 1.7.3 Carbon Allotropes
                                                      • 1.7.4 Electronegativity
                                                        • 1.7.5 VSEPR Theory
                                                          • 1.7.6 Predicting Shapes & Angles
                                                          • 1.8 Introductory Organic Chemistry
                                                            • 1.8.1 Hazards & Risks
                                                              • 1.8.2 Functional Groups & Homologous Series
                                                                • 1.8.3 Nomenclature & Classification
                                                                  • 1.8.4 Isomers - Structural
                                                                  • 1.9 Alkanes
                                                                    • 1.9.1 Alkanes - Introduction
                                                                      • 1.9.2 Alkanes as Fuels
                                                                        • 1.9.3 Combustion of Alkanes
                                                                          • 1.9.4 Alternative Fuels
                                                                            • 1.9.5 Free Radicals & Fission
                                                                              • 1.9.6 The Free Radical Substitution Mechanism
                                                                              • 1.10 Alkenes
                                                                                • 1.10.1 Alkenes - Introduction
                                                                                  • 1.10.2 Isomers - Geometric
                                                                                    • 1.10.3 Reactions of Alkenes
                                                                                      • 1.10.4 Saturation Test
                                                                                        • 1.10.5 Electrophilic Addition - Mechanism
                                                                                          • 1.10.6 Addition Polymerisation
                                                                                            • 1.10.7 Polymer Disposal
                                                                                          • 2: Energetics, Group Chemistry, Halogenoalkanes & Alcohols
                                                                                            • 2.1 Energetics
                                                                                              • 2.1.1 Enthalpy Level Diagrams
                                                                                                • 2.1.2 Enthalpy Change - Definitions
                                                                                                  • 2.1.3 Using Calorimetry
                                                                                                    • 2.1.4 Using Hess Cycles
                                                                                                      • 2.1.5 Bond Enthalpies
                                                                                                      • 2.2 Intermolecular Forces
                                                                                                        • 2.2.1 Intermolecular Forces - Introduction
                                                                                                          • 2.2.2 Hydrogen Bonding
                                                                                                            • 2.2.3 Physical Properties
                                                                                                              • 2.2.4 Solvent Choice
                                                                                                              • 2.3 Redox Chemistry & Acid-Base Titrations
                                                                                                                • 2.3.1 Oxidation Numbers - Introduction
                                                                                                                  • 2.3.2 Oxidation & Reduction
                                                                                                                    • 2.3.3 Disproportionation Reactions
                                                                                                                      • 2.3.4 Ionic Equations
                                                                                                                        • 2.3.5 Acid-Base Titrations with Indicators
                                                                                                                        • 2.4 Groups 1 & 2
                                                                                                                          • 2.4.1 Ionisation Energy - Groups 1 & 2
                                                                                                                            • 2.4.2 Reactivity - Groups 1 & 2
                                                                                                                              • 2.4.3 Oxides & Hydroxides
                                                                                                                                • 2.4.4 Group 2 Hydroxides & Sulfates
                                                                                                                                  • 2.4.5 Nitrates & Carbonates
                                                                                                                                    • 2.4.6 Flame Tests
                                                                                                                                      • 2.4.7 Qualitative Tests
                                                                                                                                      • 2.5 Group 7
                                                                                                                                        • 2.5.1 Trends of the Group 7 Elements
                                                                                                                                          • 2.5.2 Halogen Displacement Reactions
                                                                                                                                            • 2.5.3 Redox Reactions of the Halogens
                                                                                                                                              • 2.5.4 Other Reactions of the Halogens
                                                                                                                                              • 2.6 Introduction to Kinetics & Equilibria
                                                                                                                                                • 2.6.1 Collision Theory
                                                                                                                                                  • 2.6.2 Rates of Reaction
                                                                                                                                                    • 2.6.3 Maxwell-Boltzmann Distributions
                                                                                                                                                      • 2.6.4 Catalysts & Energy
                                                                                                                                                        • 2.6.5 Dynamic Equilibrium in Reversible Reactions
                                                                                                                                                          • 2.6.6 Le Chatelier's Principle
                                                                                                                                                            • 2.6.7 Industrial Compromises
                                                                                                                                                            • 2.7 Organic Chemistry - Introduction
                                                                                                                                                              • 2.7.1 Types of Reaction
                                                                                                                                                                • 2.7.2 Reaction Mechanisms - Introduction
                                                                                                                                                                • 2.8 Organic Chemistry: Halogenoalkanes
                                                                                                                                                                  • 2.8.1 Halogenoalkanes - Introduction
                                                                                                                                                                    • 2.8.2 Reactions of Halogenoalkanes
                                                                                                                                                                      • 2.8.3 The Nucleophilic Substitution Mechanism
                                                                                                                                                                        • 2.8.4 Hydrolysis of Halogenoalkanes
                                                                                                                                                                          • 2.8.5 Trends in Halogenoalkanes
                                                                                                                                                                          • 2.9 Organic Chemistry: Alcohols
                                                                                                                                                                            • 2.9.1 Alcohols - Introduction
                                                                                                                                                                              • 2.9.2 Reactions of Alcohols
                                                                                                                                                                                • 2.9.3 Oxidation of Alcohols
                                                                                                                                                                                • 2.10 Organic Chemistry: Techniques & Spectra
                                                                                                                                                                                  • 2.10.1 Organic Chemistry Techniques
                                                                                                                                                                                    • 2.10.2 Interpreting Mass Spectra
                                                                                                                                                                                      • 2.10.3 Using Infrared Spectrometry
                                                                                                                                                                                    • 3. Practical Skills in Chemistry I
                                                                                                                                                                                      • 3.1 Physical Chemistry Core Practicals
                                                                                                                                                                                        • 3.1.1 Molar Volume of a Gas
                                                                                                                                                                                          • 3.1.2 Determining Enthalpy Change of Reaction
                                                                                                                                                                                            • 3.1.3 Determining Concentrations
                                                                                                                                                                                              • 3.1.4 Standard Solutions
                                                                                                                                                                                              • 3.2 Inorganic & Organic Chemistry Core Practicals
                                                                                                                                                                                                • 3.2.1 Hydrolysis of Halogenoalkanes
                                                                                                                                                                                                  • 3.2.2 Chlorination of 2-Methylpropan-2-ol
                                                                                                                                                                                                    • 3.2.3 Propan-1-ol Oxidation
                                                                                                                                                                                                      • 3.2.4 AS Qualitative Analysis
                                                                                                                                                                                                    • 4: Rates, Equilibria & Further Organic Chemistry
                                                                                                                                                                                                      • 4.1 Kinetics
                                                                                                                                                                                                        • 4.1.1 Kinetic Rates
                                                                                                                                                                                                          • 4.1.2 Rate Equations & Orders
                                                                                                                                                                                                            • 4.1.3 Reaction Orders - Graphs
                                                                                                                                                                                                              • 4.1.4 Obtaining Rate Data
                                                                                                                                                                                                                • 4.1.5 Initial-Rate Method
                                                                                                                                                                                                                  • 4.1.6 Continuous Monitoring Method
                                                                                                                                                                                                                    • 4.1.7 Rate-Determining Steps from Equations
                                                                                                                                                                                                                      • 4.1.8 Reaction Mechanisms
                                                                                                                                                                                                                        • 4.1.9 Acid-Catalysed Iodination of Propanone
                                                                                                                                                                                                                          • 4.1.10 Activation Energy & Arrhenius
                                                                                                                                                                                                                          • 4.2 Entropy
                                                                                                                                                                                                                            • 4.2.1 Entropy - Introduction
                                                                                                                                                                                                                              • 4.2.2 Entropy Changes
                                                                                                                                                                                                                                • 4.2.3 Total Entropy
                                                                                                                                                                                                                                  • 4.2.4 Reaction Feasibility
                                                                                                                                                                                                                                  • 4.3 Energetics
                                                                                                                                                                                                                                    • 4.3.1 Born-Haber Cycles - Key Terms
                                                                                                                                                                                                                                      • 4.3.2 Born-Haber Cycles
                                                                                                                                                                                                                                        • 4.3.3 Polarisation
                                                                                                                                                                                                                                          • 4.3.4 Enthalpy of Solution - Key Terms
                                                                                                                                                                                                                                            • 4.3.5 Enthalpy of Solution - Calculations
                                                                                                                                                                                                                                              • 4.3.6 Enthalpy of Solution - Ionic Charge & Radius
                                                                                                                                                                                                                                              • 4.4 Chemical Equilibria
                                                                                                                                                                                                                                                • 4.4.1 Equilibrium Constant, Kc
                                                                                                                                                                                                                                                  • 4.4.2 Equilibrium Constant, Kp
                                                                                                                                                                                                                                                    • 4.4.3 Equilibrium Constant & Conditions
                                                                                                                                                                                                                                                      • 4.4.4 Equilibrium Constant & Temperature
                                                                                                                                                                                                                                                        • 4.4.5 Equilibrium Constant & Entropy
                                                                                                                                                                                                                                                        • 4.5 Acid-base Equilibria
                                                                                                                                                                                                                                                          • 4.5.1 Brønsted–Lowry Acid & Base Theory
                                                                                                                                                                                                                                                            • 4.5.2 pH
                                                                                                                                                                                                                                                              • 4.5.3 Acid Strength
                                                                                                                                                                                                                                                                • 4.5.4 pH Calculations of Acids
                                                                                                                                                                                                                                                                  • 4.5.5. Ionic Product of Water
                                                                                                                                                                                                                                                                    • 4.5.6 Analysing pH Data
                                                                                                                                                                                                                                                                      • 4.5.7 Titration Curves
                                                                                                                                                                                                                                                                        • 4.5.8 Buffers
                                                                                                                                                                                                                                                                          • 4.5.9 Buffer Calculations
                                                                                                                                                                                                                                                                          • 4.6 Organic Chemistry: Chirality
                                                                                                                                                                                                                                                                            • 4.6.1 Chirality in Optical Isomers
                                                                                                                                                                                                                                                                              • 4.6.2 Racemates & Optical Activity
                                                                                                                                                                                                                                                                                • 4.6.3 Mechanisms & Optical Activity
                                                                                                                                                                                                                                                                                • 4.7 Organic Chemistry: Carbonyls
                                                                                                                                                                                                                                                                                  • 4.7.1 Carbonyls
                                                                                                                                                                                                                                                                                    • 4.7.2 Reactions of Carbonyls
                                                                                                                                                                                                                                                                                    • 4.8 Organic Chemistry: Carboxylic Acids
                                                                                                                                                                                                                                                                                      • 4.8.1 Carboxylic Acids
                                                                                                                                                                                                                                                                                        • 4.8.2 Preparation of Carboxylic Acids
                                                                                                                                                                                                                                                                                          • 4.8.3 Reactions of Carboxylic Acids
                                                                                                                                                                                                                                                                                            • 4.8.4 Acyl Chlorides & Esters
                                                                                                                                                                                                                                                                                              • 4.8.5 Acid & Alkaline Hydrolysis of Esters
                                                                                                                                                                                                                                                                                                • 4.8.6 Forming Polyesters
                                                                                                                                                                                                                                                                                                • 4.9 Organic Analytical Techniques
                                                                                                                                                                                                                                                                                                  • 4.9.1 High Resolution Mass Spectrometry
                                                                                                                                                                                                                                                                                                    • 4.9.2 Carbon-13 NMR Spectroscopy
                                                                                                                                                                                                                                                                                                      • 4.9.3 Low Resolution Proton NMR
                                                                                                                                                                                                                                                                                                        • 4.9.4 High Resolution Proton NMR
                                                                                                                                                                                                                                                                                                          • 4.9.5 Chromatography - TLC
                                                                                                                                                                                                                                                                                                            • 4.9.6 Chromatography - HPLC & GC
                                                                                                                                                                                                                                                                                                          • 5. Transition Metals & Organic Nitrogen Chemistry
                                                                                                                                                                                                                                                                                                            • 5.1 Redox Equilibria
                                                                                                                                                                                                                                                                                                              • 5.1.1 Reduction & Oxidation
                                                                                                                                                                                                                                                                                                                • 5.1.2 Standard Electrode Potential
                                                                                                                                                                                                                                                                                                                  • 5.1.3 Standard Electrode Potential
                                                                                                                                                                                                                                                                                                                    • 5.1.4 Conventional Cell Representation
                                                                                                                                                                                                                                                                                                                      • 5.1.5 Thermodynamics & Electrode Potential
                                                                                                                                                                                                                                                                                                                        • 5.1.6 Fuel Cells
                                                                                                                                                                                                                                                                                                                          • 5.1.7 Redox Titration Calculations
                                                                                                                                                                                                                                                                                                                          • 5.2 Transition Metals & Complexes
                                                                                                                                                                                                                                                                                                                            • 5.2.1 Transition Metals
                                                                                                                                                                                                                                                                                                                              • 5.2.2 Transition Metal Complexes
                                                                                                                                                                                                                                                                                                                                • 5.2.3 Colour in Aqueous ions
                                                                                                                                                                                                                                                                                                                                  • 5.2.4 Ligands
                                                                                                                                                                                                                                                                                                                                    • 5.2.5 Ligand Exchange
                                                                                                                                                                                                                                                                                                                                      • 5.2.6 Octahedral & Tetrahedral Complexes
                                                                                                                                                                                                                                                                                                                                        • 5.2.7 Square Planar Complexes
                                                                                                                                                                                                                                                                                                                                          • 5.2.8 Haemoglobin & Ligand Exchange
                                                                                                                                                                                                                                                                                                                                          • 5.3 Transition Metal Reactions
                                                                                                                                                                                                                                                                                                                                            • 5.3.1 Vanadium Chemistry
                                                                                                                                                                                                                                                                                                                                              • 5.3.2 Chromium Chemistry
                                                                                                                                                                                                                                                                                                                                                • 5.3.3 Ions in Aqueous Solution
                                                                                                                                                                                                                                                                                                                                                  • 5.3.4 Catalysts
                                                                                                                                                                                                                                                                                                                                                    • 5.3.5 Homogeneous Catalysis
                                                                                                                                                                                                                                                                                                                                                      • 5.3.6 Autocatalysis
                                                                                                                                                                                                                                                                                                                                                      • 5.4 Organic Chemistry: Arenes
                                                                                                                                                                                                                                                                                                                                                        • 5.4.1 Benzene - Structure & Stability
                                                                                                                                                                                                                                                                                                                                                          • 5.4.2 Benzene Reactions
                                                                                                                                                                                                                                                                                                                                                            • 5.4.3 Benzene - Electrophilic Substitution
                                                                                                                                                                                                                                                                                                                                                              • 5.4.4 Phenol Bromination
                                                                                                                                                                                                                                                                                                                                                              • 5.5 Organic Chemistry: Nitrogen Compounds
                                                                                                                                                                                                                                                                                                                                                                • 5.5.1 Amines, Amides & Amino Acids - Introduction
                                                                                                                                                                                                                                                                                                                                                                  • 5.5.2 Primary Aliphatic Amines
                                                                                                                                                                                                                                                                                                                                                                    • 5.5.3 Aromatic Amines
                                                                                                                                                                                                                                                                                                                                                                      • 5.5.4 Amides
                                                                                                                                                                                                                                                                                                                                                                        • 5.5.5 Polymerisation
                                                                                                                                                                                                                                                                                                                                                                          • 5.5.6 Polyamides & Poly(ethenol)
                                                                                                                                                                                                                                                                                                                                                                            • 5.5.7 Characteristic Behaviour of Amino Acids
                                                                                                                                                                                                                                                                                                                                                                            • 5.6 Organic Synthesis
                                                                                                                                                                                                                                                                                                                                                                              • 5.6.1 Deducing Organic Structures
                                                                                                                                                                                                                                                                                                                                                                                • 5.6.2 Planning Reaction Schemes
                                                                                                                                                                                                                                                                                                                                                                                  • 5.6.3 Increasing the Carbon Chain Length
                                                                                                                                                                                                                                                                                                                                                                                    • 5.6.4 Organic Techniques - Preparation
                                                                                                                                                                                                                                                                                                                                                                                      • 5.6.5 Organic Techniques - Purification
                                                                                                                                                                                                                                                                                                                                                                                        • 5.6.6 Organic Techniques - Purity
                                                                                                                                                                                                                                                                                                                                                                                      • 6. Practical Skills in Chemistry II
                                                                                                                                                                                                                                                                                                                                                                                        • 6.1 Advanced Physical Chemistry Core Practicals
                                                                                                                                                                                                                                                                                                                                                                                          • 6.1.1 Rates of Reaction - Titrimetric Method
                                                                                                                                                                                                                                                                                                                                                                                            • 6.1.2 Rates of Reaction - Clock Reaction
                                                                                                                                                                                                                                                                                                                                                                                              • 6.1.3 Activation Energy
                                                                                                                                                                                                                                                                                                                                                                                                • 6.1.4 Finding Ka Values
                                                                                                                                                                                                                                                                                                                                                                                                  • 6.1.5 Electrochemical Cells
                                                                                                                                                                                                                                                                                                                                                                                                  • 6.2 Advanced Inorganic & Organic Chemistry Core Practicals
                                                                                                                                                                                                                                                                                                                                                                                                    • 6.2.1 Redox Titration - Iron(II) & Manganate(VII)
                                                                                                                                                                                                                                                                                                                                                                                                      • 6.2.2 Redox Titration -Thiosulfate & Iodine
                                                                                                                                                                                                                                                                                                                                                                                                        • 6.2.3 Transition Metal Complexes
                                                                                                                                                                                                                                                                                                                                                                                                          • 6.2.4 A-Level Qualitative Analysis
                                                                                                                                                                                                                                                                                                                                                                                                            • 6.2.5 Aspirin Preparation


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                                                                                                                                                                                                                                                                                                                                                                                                          Author: Richard

                                                                                                                                                                                                                                                                                                                                                                                                          Richard has taught Chemistry for over 15 years as well as working as a science tutor, examiner, content creator and author. He wasn’t the greatest at exams and only discovered how to revise in his final year at university. That knowledge made him want to help students learn how to revise, challenge them to think about what they actually know and hopefully succeed; so here he is, happily, at SME.


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