Organic Chemistry: Chirality (Edexcel International A Level (IAL) Chemistry): Exam Questions

Exam code: YCH11

9 mins9 questions
1
1 mark

Menthol has a number of medicinal uses. It can be extracted from the peppermint plant. The structure of menthol is

q8

How many chiral centres are there in one molecule of menthol?

  • 1

  • 2

  • 3

  • 4

2
1 mark

Citronellol is found in rose and geranium oils.

q10-paper-4-oct-2021-edexcel-ial-chemistry

The type(s) of stereoisomerism shown by citronellol is

  • optical and geometric isomerism

  • optical isomerism only

  • geometric isomerism only

  • neither optical nor geometric isomerism

3
1 mark

How many optical isomers does this molecule have?

q13-paper-4-2021-june-edexcel-ial-chemistry
  • 2

  • 3

  • 6

  • 8

4
1 mark

The rate of a reaction between two reactants, A and B, was studied using the initial-rates method.

The results are shown in the table.

Experiment

[A] / mol dm-3

[B] / mol dm-3

Initial rate / mol dm-3 s-1

1

0.40

0.40

1.28 × 10-2

2

0.20

0.40

6.4 × 10-3

3

0.20

0.20

1.6 × 10-3

What is the rate equation for this reaction?

  • rate = k[A][B]

  • rate = k[A][B]2

  • rate = k[A]2[B]

  • rate = k[A]2[B]2

5
1 mark

Which of these molecules contains a chiral centre?

  • Skeletal formula of a branched alkyl chain with a bromine atom (Br) attached to the upper right carbon atom
  • Skeletal formula of isopropyl alcohol showing a three-carbon chain with a central carbon bonded to an OH group and two methyl groups
  • Skeletal line drawing of butan-2-ol, showing a four-carbon chain with an OH group attached to the second carbon atom
  • Skeletal chemical structure showing a central carbon cross with a horizontal bond to a right-hand hydroxyl group labelled OH
1
1 mark

Which of these reactions does not result in the formation of a racemic mixture?

  •  but-2-ene with HCl

  • but-1-ene with HCl

  • propanal with HCN

  • propanone with HCN

2
1 mark

When a single enantiomer of 2-iodobutane reacts with sodium hydroxide, the product is a mixture of enantiomers. This is because

  • the reaction is a nucleophilic substitution

  • the reaction proceeds via a negatively charged transition state

  • the reaction proceeds via a carbocation intermediate

  • the reaction rate depends on the concentration of 2-iodobutane

3
1 mark

A sample of a bromoalkane, RBr, containing a single optical isomer reacts with hydroxide ions in an SN1 mechanism.

RBr + OH rightwards arrow ROH + Br

The alcohol formed is a racemic mixture.

From this information, it can be deduced that RBr is most likely to be

  • primary only

  • secondary only

  • tertiary only

  • primary, secondary or tertiary

4
1 mark

Which of these structures is not identical to the others?

q14-paper-4-2021-june-edexcel-ial-chemistry
  • Structure A

  • Structure B

  • Structure C

  • Structure D