Organic Chemistry II: Chirality (Edexcel A Level Chemistry): Exam Questions

Exam code: 9CHO

7 mins1 question
1a
1 mark

Ibuprofen is a widely used anti-inflammatory drug. The skeletal formula of ibuprofen is shown below.

Chemical structure of ibuprofen, displaying a benzene ring attached to a carboxylic acid group and an isobutyl chain.

Which of the following best describes a chiral centre?

  • A carbon atom with four bonds

  • A carbon atom bonded to four different groups

  • A carbon atom bonded to at least one hydrogen atom

  • A carbon atom that is part of a ring structure

1b
1 mark

Clearly label the chiral carbon atom, with an asterisk (*), on the skeletal formula of ibuprofen shown above

1c
2 marks

Draw the two enantiomers of ibuprofen, showing their three-dimensional shape.

1d
2 marks

State how a polarimeter could be used to distinguish between the two enantiomers of ibuprofen.

1e
1 mark

Ibuprofen is manufactured and sold as a racemic mixture.

State what is meant by a racemic mixture.