CIE A Level Chemistry

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3.1.5 Characteristic Organic Reactions

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Definitions & Terminology in Organic Chemistry

Homologous series

  • A homologous series is a group of organic compounds that have the same functional group, the same general formula and the same chemical properties

 An Introduction to AS Level Organic Chemistry Ethanol and Propanol, downloadable AS & A Level Chemistry revision notes

Ethanol and propanol belong to the same homologous series

Saturated & unsaturated hydrocarbons

  • Saturated hydrocarbons are hydrocarbons which contain single bonds only resulting in the maximum number of hydrogen atoms in the molecule
  • Unsaturated hydrocarbons are hydrocarbons which contain carbon-carbon double or triple bonds

 

An Introduction to AS Level Organic Chemistry Saturated and Unsaturated, downloadable AS & A Level Chemistry revision notes

The diagram shows saturated hydrocarbons which contain single bonds only and unsaturated hydrocarbons which contain double/triple bonds as well

Homolytic & heterolytic fission

  • Homolytic fission is breaking a covalent bond in such a way that each atom takes an electron from the bond to form two radicals
  • Heterolytic fission is breaking a covalent bond in such a way that the more electronegative atom takes both the electrons from the bond to form a negative ion and leaving behind a positive ion

 

An Introduction to AS Level Organic Chemistry Homolytic and Heterolytic, downloadable AS & A Level Chemistry revision notes

The diagram shows heterolytic fission in which the most electronegative atom takes both electrons in the covalent bond and homolytic fission in which each atom takes one electron from the covalent bond

Radical chain reactions

  • A free radical is a species with one (or more than one) unpaired electrons

 An Introduction to AS Level Organic Chemistry Free Radical, downloadable AS & A Level Chemistry revision notes

The diagram shows a free radical which has one unpaired electron

  • A free radical reaction is a reaction involving free radicals and is a three-step reaction:
    • Initiation is the first step and involves breaking a covalent bond using energy from ultraviolet (UV) light from the sun to form two free radicals
    • The propagation step is the second step in which the formed radical can attack reactant molecules to form even more radicals
      • These in turn can again attack other molecules to form more free radical and so on

    • In the termination step, two free radicals react together to form a product molecule

 

An Introduction to AS Level Organic Chemistry Radical Chain Reactions, downloadable AS & A Level Chemistry revision notes

The diagram shows the different stages of a radical chain reactions

Nucleophiles & electrophiles

  • A nucleophile is an electron-rich species that can donate a pair of electrons
    • ‘Nucleophile’ means ‘nucleus/positive charge loving’ as nucleophiles are attracted to positively charged species
    • Nucleophilic refers to reactions that involve a nucleophile

  • An electrophile is an electron-deficient species that can accept a pair of electrons
    • ‘Electrophile’ means ‘electron/negative charge loving’ as electrophiles are attracted to negatively charged species
    • Electrophilic refers to reactions that involve an electrophile

 

An Introduction to AS Level Organic Chemistry Nucleophile and Electrophile, downloadable AS & A Level Chemistry revision notes

A nucleophile ‘loves’ a positive charge and an electrophile ‘loves’ a negative charge

Types of reactions

  • An addition reaction is an organic reaction in which two (or more) molecules combine to give a single product with no other products
  • A substitution reaction is a reaction that involves replacing an atom or group of atoms by another
  • An elimination reaction is a reaction in which a small molecule (such as H2O or HCl) is removed from an organic molecule
  • A hydrolysis reaction is a reaction in which a compound is broken down by water (it can also refer to the breakdown of a substance by dilute acids or alkali)
  • A condensation reaction is a reaction in which two organic molecules join together and in the process eliminate small molecules (such as H2O or HCl)

 An Introduction to AS Level Organic Chemistry Organic Chemistry Reaction Types (1), downloadable AS & A Level Chemistry revision notesAn Introduction to AS Level Organic Chemistry Organic Chemistry Reaction Types (2), downloadable AS & A Level Chemistry revision notes

The different types of reactions in organic chemistry

Oxidation & reduction

  • An oxidation reaction is a reaction in which oxygen is added, electrons are removed or the oxidation number of a substance is increased
    • In organic chemistry it often refers to the addition of oxygen or removal of hydrogen atoms to a substance
    • In equations for organic redox reactions, the symbol [O] can be used to represent one atom of oxygen from an oxidising agent

  • A reduction reaction is a reaction in which oxygen is removed, electrons are added or the oxidation number of a substance is decreased
    • In organic chemistry it often refers to the removal of oxygen or addition of hydrogen atoms to a substance
    • In equations for organic redox reactions, the symbol [H] can be used to represent one atom of hydrogen from a reducing agent

An Introduction to AS Level Organic Chemistry Oxidation and Reduction Reactions, downloadable AS & A Level Chemistry revision notes

In organic chemistry oxidation is often the gain of oxygen or loss of hydrogen atoms and reduction is the gain of hydrogen and loss of oxygen atoms

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Fran studied for a BSc in Chemistry with Forensic Science, and since graduating taught A level Chemistry in the UK for over 11 years. She studied for an MBA in Senior Leadership, and has held a number of roles during her time in Education, including Head of Chemistry, Head of Science and most recently as an Assistant Headteacher. In this role, she used her passion for education to drive improvement and success for staff and students across a number of subjects in addition to Science, supporting them to achieve their full potential. Fran has co-written Science textbooks, delivered CPD for teachers, and worked as an examiner for a number of UK exam boards.