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OCR A Level Chemistry

Revision Notes

Home / A Level / Chemistry / OCR / Revision Notes / 6. Organic Chemistry & Analysis (A Level Only) / 6.9 Analytical Techniques / 6.9.4 Carbon-13 NMR


6.9.4 Carbon-13 NMR


Carbon-13 NMR

  • 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 shifts

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. Development of Practical Skills in Chemistry
    • 1.1 Physical Chemistry Practicals
      • 1.1.1 Moles Determination
        • 1.1.2 Acid-Base Titration
          • 1.1.3 Determination of Enthalpy Changes
          • 1.2 Organic & Inorganic Practicals
            • 1.2.1 Qualitative Analysis of Ions
              • 1.2.2 Synthesis of a Haloalkane
                • 1.2.3 Preparation of Cyclohexene
                  • 1.2.4 Oxidation of Ethanol
                  • 1.3 Further Organic & Inorganic Chemistry Practicals
                    • 1.3.1 Synthesis of Aspirin
                      • 1.3.2 Preparation of Benzoic Acid
                        • 1.3.3 Preparation of Methyl 3-Nitrobenzoate
                          • 1.3.4 Qualitative Analysis of Organic Functional Groups
                            • 1.3.5 Electrochemical Cells
                            • 1.4 Further Physical Chemistry Practicals
                              • 1.4.1 Reaction - Magnesium & Hydrochloric Acid
                                • 1.4.2 Rates – Iodine Clock
                                  • 1.4.3 pH – Titration Curves
                                • 2. Foundations in Chemistry
                                  • 2.1 Atoms & Reactions
                                    • 2.1.1 Atomic Structure & Isotopes
                                      • 2.1.2 Atomic Structure & Mass Spectrometry
                                        • 2.1.3 Compounds, Formulae & Equations
                                        • 2.2 Amount of Substance
                                          • 2.2.1 Amount of Substance
                                            • 2.2.2 Determining Formulae
                                              • 2.2.3 Reaction Calculations
                                                • 2.2.4 The Ideal Gas Equation
                                                  • 2.2.5 Percentage Yield & Atom Economy
                                                  • 2.3 Acid-base & Redox Reactions
                                                    • 2.3.1 Acids
                                                      • 2.3.2 Acid-base Titrations
                                                        • 2.3.3 Redox
                                                        • 2.4 Electrons, Bonding & Structure
                                                          • 2.4.1 Electron Structure
                                                            • 2.4.2 Ionic Bonding & Structure
                                                              • 2.4.3 Covalent Bonding & Structure
                                                              • 2.5 The Shapes of Simple Molecules & Ions
                                                                • 2.5.1 The Shapes of Simple Molecules & Ions
                                                                  • 2.5.2 Electronegativity & Bond Polarity
                                                                    • 2.5.3 Intermolecular Forces
                                                                  • 3. Periodic Table & Energy
                                                                    • 3.1 Periodicity
                                                                      • 3.1.1 Periodicity
                                                                        • 3.1.2 Ionisation Energy
                                                                          • 3.1.3 Structure & Physical Properties
                                                                          • 3.2 Group 2
                                                                            • 3.2.1 Group 2 Elements
                                                                              • 3.2.2 Group 2 Compounds
                                                                              • 3.3 The Halogens
                                                                                • 3.3.1 The Halogens
                                                                                  • 3.3.2 Uses of Chlorine
                                                                                    • 3.3.3 Qualitative Analysis
                                                                                    • 3.4 Enthalpy Changes
                                                                                      • 3.4.1 Enthalpy Changes
                                                                                        • 3.4.2 Calorimetry
                                                                                          • 3.4.3 Bond Enthalpies
                                                                                            • 3.4.4 Hess' Law
                                                                                            • 3.5 Reaction Rates
                                                                                              • 3.5.1 Simple Collision Theory
                                                                                                • 3.5.2 Catalysis
                                                                                                  • 3.5.3 The Boltzmann Distribution
                                                                                                  • 3.6 Chemical Equilibrium
                                                                                                    • 3.6.1 Dynamic Equilibrium
                                                                                                      • 3.6.2 Le Chatelier’s Principle
                                                                                                        • 3.6.3 The Equilibrium Constant, Kc
                                                                                                      • 4. Core Organic Chemistry
                                                                                                        • 4.1 Basic Concepts
                                                                                                          • 4.1.1 Chemical Names & Formulae
                                                                                                            • 4.1.2 Functional Groups
                                                                                                              • 4.1.3 Structural Isomerism
                                                                                                                • 4.1.4 Reaction Mechanisms
                                                                                                                • 4.2 Alkanes
                                                                                                                  • 4.2.1 Introduction to Alkanes
                                                                                                                    • 4.2.2 Reactions of Alkanes
                                                                                                                      • 4.2.3 Free Radical Substitution of Alkanes
                                                                                                                      • 4.3 Alkenes
                                                                                                                        • 4.3.1 Introduction to Alkenes
                                                                                                                          • 4.3.2 Stereoisomerism in Alkenes
                                                                                                                            • 4.3.3 Addition Reactions of Alkenes
                                                                                                                              • 4.3.4 Electrophilic Addition
                                                                                                                                • 4.3.5 Polymers from Alkenes
                                                                                                                                • 4.4 Alcohols
                                                                                                                                  • 4.4.1 Properties of Alcohols
                                                                                                                                    • 4.4.2 Reactions of Alcohols
                                                                                                                                    • 4.5 Haloalkanes
                                                                                                                                      • 4.5.1 Reactions of Haloalkanes
                                                                                                                                        • 4.5.2 Nucleophilic Substitution of Haloalkanes
                                                                                                                                          • 4.5.3 Hydrolysis of Primary Haloalkanes
                                                                                                                                            • 4.5.4 Environmental Concerns of Organohalogen Use
                                                                                                                                            • 4.6 Organic Synthesis
                                                                                                                                              • 4.6.1 Techniques
                                                                                                                                                • 4.6.2 Synthetic Routes
                                                                                                                                                • 4.7 Analytical Techniques
                                                                                                                                                  • 4.7.1 Infrared Spectroscopy
                                                                                                                                                    • 4.7.2 Mass Spectrometry
                                                                                                                                                      • 4.7.3 Combined Techniques
                                                                                                                                                    • 5. Physical Chemistry & Transition Elements (A Level Only)
                                                                                                                                                      • 5.1 Rates, Orders & Arrhenius
                                                                                                                                                        • 5.1.1 Rates & Orders
                                                                                                                                                          • 5.1.2 Concentration-Time Graphs
                                                                                                                                                            • 5.1.3 Rate-Concentration Graphs
                                                                                                                                                              • 5.1.4 Investigating Reaction Rates
                                                                                                                                                                • 5.1.5 Rate-determining Step
                                                                                                                                                                  • 5.1.6 Temperature & Rate Constants
                                                                                                                                                                    • 5.1.7 The Arrhenius Equation
                                                                                                                                                                    • 5.2 Equilibria
                                                                                                                                                                      • 5.2.1 Equilibrium Terms
                                                                                                                                                                        • 5.2.2 Kc & Kp
                                                                                                                                                                          • 5.2.3 Equilibrium Constants & Changing Conditions
                                                                                                                                                                          • 5.3 Acids, Bases & Buffers
                                                                                                                                                                            • 5.3.1 Acids & Bases
                                                                                                                                                                              • 5.3.2 Ka, pH & Kw
                                                                                                                                                                                • 5.3.3 pH Calculations
                                                                                                                                                                                  • 5.3.4 Buffers
                                                                                                                                                                                    • 5.3.5 Neutralisation
                                                                                                                                                                                    • 5.4 Thermodynamics
                                                                                                                                                                                      • 5.4.1 Lattice Enthalpy
                                                                                                                                                                                        • 5.4.2 Building Born-Haber Cycles
                                                                                                                                                                                          • 5.4.3 Calculations Using Born-Haber Cycles
                                                                                                                                                                                            • 5.4.4 Enthalpy of Solution & Hydration
                                                                                                                                                                                              • 5.4.5 The Effect of Ionic Charge & Radius on Enthalpy
                                                                                                                                                                                                • 5.4.6 Entropy
                                                                                                                                                                                                  • 5.4.7 The Feasibillity of a Reaction
                                                                                                                                                                                                    • 5.4.8 Gibbs Free Energy, ΔG
                                                                                                                                                                                                    • 5.5 Redox & Electrochemistry
                                                                                                                                                                                                      • 5.5.1 Redox
                                                                                                                                                                                                        • 5.5.2 Redox Titrations
                                                                                                                                                                                                          • 5.5.3 Electrode Potentials
                                                                                                                                                                                                            • 5.5.4 Electrode Potential Calculations
                                                                                                                                                                                                              • 5.5.5 Cells
                                                                                                                                                                                                              • 5.6 Transition Elements
                                                                                                                                                                                                                • 5.6.1 Transition Elements
                                                                                                                                                                                                                  • 5.6.2 Ligands & Complex Ions
                                                                                                                                                                                                                    • 5.6.3 Isomerism in Transition Element Complexes
                                                                                                                                                                                                                      • 5.6.4 Ligand Substitution Reactions
                                                                                                                                                                                                                        • 5.6.5 The Biochemical Importance of Iron in Haemoglobin
                                                                                                                                                                                                                          • 5.6.6 Redox Reactions of Transistion Elements
                                                                                                                                                                                                                            • 5.6.7 Qualitative Analysis
                                                                                                                                                                                                                          • 6. Organic Chemistry & Analysis (A Level Only)
                                                                                                                                                                                                                            • 6.1 Benzene & Aromatic Compounds
                                                                                                                                                                                                                              • 6.1.1 Benzene
                                                                                                                                                                                                                                • 6.1.2 Electrophilic Substitution
                                                                                                                                                                                                                                  • 6.1.3 Phenol
                                                                                                                                                                                                                                    • 6.1.4 Directing Effects
                                                                                                                                                                                                                                    • 6.2 Carbonyl Compounds
                                                                                                                                                                                                                                      • 6.2.1 Reactions of Carbonyl Compounds
                                                                                                                                                                                                                                        • 6.2.2 Testing for Carbonyl Compounds
                                                                                                                                                                                                                                        • 6.3 Carboxylic Acids & Esters
                                                                                                                                                                                                                                          • 6.3.1 Carboxylic Acids
                                                                                                                                                                                                                                            • 6.3.2 Esters
                                                                                                                                                                                                                                              • 6.3.3 Acyl Chlorides
                                                                                                                                                                                                                                              • 6.4 Nitrogen Compounds
                                                                                                                                                                                                                                                • 6.4.1 Amines
                                                                                                                                                                                                                                                  • 6.4.2 Preparing Amines
                                                                                                                                                                                                                                                    • 6.4.3 Amino acids
                                                                                                                                                                                                                                                      • 6.4.4 Amides
                                                                                                                                                                                                                                                      • 6.5 Optical Isomerism
                                                                                                                                                                                                                                                        • 6.5.1 Optical Isomers
                                                                                                                                                                                                                                                          • 6.5.2 Identification of Chiral Centres
                                                                                                                                                                                                                                                          • 6.6 Polymers
                                                                                                                                                                                                                                                            • 6.6.1 Condensation Polymers
                                                                                                                                                                                                                                                              • 6.6.2 Polymer Repeat Units
                                                                                                                                                                                                                                                              • 6.7 Extending Carbon Chains
                                                                                                                                                                                                                                                                • 6.7.1 Nitriles
                                                                                                                                                                                                                                                                  • 6.7.2 Substituted Aromatic Carbon-carbon Bond Formation
                                                                                                                                                                                                                                                                  • 6.8 Organic Synthesis
                                                                                                                                                                                                                                                                    • 6.8.1 Techniques
                                                                                                                                                                                                                                                                      • 6.8.2 Synthetic Routes
                                                                                                                                                                                                                                                                      • 6.9 Analytical Techniques
                                                                                                                                                                                                                                                                        • 6.9.1 Thin Layer Chromatography, TLC
                                                                                                                                                                                                                                                                          • 6.9.2 Gas Chromatography, GC
                                                                                                                                                                                                                                                                            • 6.9.3 Qualitative Analysis
                                                                                                                                                                                                                                                                              • 6.9.4 Carbon-13 NMR
                                                                                                                                                                                                                                                                                • 6.9.5 Proton NMR
                                                                                                                                                                                                                                                                                  • 6.9.6 Combined Techniques


                                                                                                                                                                                                                                                                                  DOWNLOAD PDF

                                                                                                                                                                                                                                                                                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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