A-Level Chemistry AQA Notes

3.3.1 Introduction to organic chemistry

Introduction to organic chemistry
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Nomenclature
  • Hydrocarbons can be:
    • Aliphatic- carbon atoms form straight or branched chains
    • Alicyclic- carbon atoms form a ring
    • Aromatic - carbon atoms form a ring and have a delocalised electron system
  • Homologous series are compounds with the same functional group and similar chemical and physical properties. They differ by the number of repeating units they contain
  • A functional group is the group of atoms responsible for the characteristic reactions of a compound.
  • To name a compound:
    • The stem is the main part of the name derived from the longest carbon chain.
    • The suffix after the stem, comes from the most significant functional group
    • The prefix before the stem comes from functional groups attached to the main carbon chain
    • Numbers and hyphens indicating the position of functional groups on the carbon chain
    • Functional groups are prioritised alphabetically
Carbon Atoms in alkyl group
Prefix
1
​Methyl
2
Ethyl
3
Propyl
4
Butyl
5
Pentyl
6
Hexyl
Compound
Prefix
Suffix
Alkanes
-
-ane
Alkenes
-
-ene
Alcohols
​Hydroxy-
-ol
Carboxylic Acids
-
-oic acid
Haloalkanes
​Fluoro-
Chloro-
Bromo-
Iodo-
-
Aldehydes
-
-al
Ketones
-
-one

​Formulae
  • General formula- the simplest algebraic formula for a homologous series
  • Structural formula gives the minimum detail on the arrangement of atoms in a molecule, without drawing any bonds
  • Molecular formula shows the number and types of atoms of each element in a compound. However, it does not give any information on how the molecule is bonded together.
  • Skeletal formula is a simplified formula used to represent organic molecules. Lines represent bonds between atoms, junctions are carbon atoms. Other labels are omitted.
  • Displayed formula shows the relative positioning of atoms and the bonds between them. All atoms and bonds are shown
  • Empirical formula the simplest whole-number ratio of each element present in a compound.

​Reaction Mechanisms
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  • Bond fission can be homolytic or heterolytic

​Homolytic Fission

When the bond breaks, each electron in the bond goes to a different atom.
Picture
This results in the formation of highly reactive free radicals, each with an unpaired electron, represented by a dot.

​Heterolytic Fission

When the bond breaks, both the electrons in the bond go to the same atom
Picture
​This results in the formation of a positively charged cation and a negatively charged anion.
  • Bonds are formed on the collision of:
    • Two free radials with unpaired electrons
    • ​Oppositely charged ions
Picture

​Isomerism
  • Isomers are compounds with the same molecular formula but a different arrangement of atoms
  • Structural isomers are compounds with the same molecular formula but a different structural formula
    • Chain isomers- These are molecules with the same molecular formula but a different arrangement of the carbon chain. Chains can be straight or branched
    • Position isomers- These are molecules with the same functional group attached to a different position on the carbon chain
    • Functional group isomers- These are molecules with the same molecular formula but different functional groups
  • Stereoisomers are organic compounds with the same molecular and structural formulae but a different arrangement of atoms in space
  • E/Z isomerism is a type of stereoisomerism that can arise in alkenes due to the restricted rotation around the C=C bond.
  • If a carbon atom has two of the same substituent attached, it will not show E/Z isomerism
  • Substituents can be assigned priorities based on atomic mass using Cahn-Ingold-Prelog rules to name E/Z isomers. The greater the atomic mass, the higher the priority
  • When the highest priority groups are on different sides of the double bond, the isomer is an E-isomer.
  • When the highest priority groups are on the same side of the double bond, the isomer is a Z-isomer
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Introduction to organic chemistry
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