A-Level Chemistry OCR Notes

6.2.2 Amino acids, amides, and chirality

Amino acids, amides, and chirality
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Amino Acids
  • α-amino acids contain both the amine functional group and the carboxylic acid functional group (carboxyl group) attached to the same carbon atom.
  • The general formula of an amino acid is RCH(NH2)COOH
  • Amino acids are amphoteric, meaning they have both acidic and basic properties and can exist as zwitterions, having no charge overall.
  • The isoelectric point is the pH at which the overall charge of a molecule is zero
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  • Amino acids undergo reactions with their carboxylic acid group and amine group
  • Carboxylic acid group reacts with: metal oxides, alkalis, carbonates, alcohols
  • Amine group reacts with: inorganic acids e.g. HCl
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​Amides

  • Amides are a group of nitrogen-containing organic compounds. They contain both an amine group and an acyl group
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Optical Isomerism

  • Optical isomers are species which are non-superimposable mirror images of each other. One isomer rotates plane-polarise light clockwise, and the other rotates it anticlockwise
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  • Optical isomerism is a form of stereoisomerism and occurs as a result of chirality in molecules
  • A chiral centre is a carbon atom with 4 different groups attached (it is asymmetric). It is denoted by an asterisk
  • Amino acids have a chiral centre, provided the R group is not just -H, -COOH or -NH2
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  • A 50:50 mix of the enantiomers (a racemic mixture) will have no overall effect on plane-polarised light as the effects from the two enantiomers cancel out

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