CAIE A-Level Chemistry A2 Reference Optical Isomer Drawing Convention Questions

Practise drawing three-dimensional optical isomers and marking chiral centres with the conventional representation used in Cambridge Chemistry examinations.

Exam points

draw both three-dimensional optical isomers using the conventional wedge-and-dash representation
identify and mark the chiral centre while preserving the connectivity of the displayed structure

[Maximum number: 2]

Alanine, $\mathrm{H}_{2} \mathrm{NCH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2} \mathrm{H}$ , and glutamic acid, $\mathrm{H}_{2} \mathrm{NCH}\left(\mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{H}\right) \mathrm{CO}_{2} \mathrm{H}$ , are two naturally occurring amino acids.

$\mathrm{H}_{2} \mathrm{NCH}\left(\mathrm{CH}_{3}\right) \mathrm{CO}_{2} \mathrm{H}$ exists as two optical isomers.

Draw three-dimensional structures of these two optical isomers.

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