Home / AS & A Level Chemistry 13.4 Isomerism Exam Style Practice Questions Paper 1

AS & A Level Chemistry 13.4 Isomerism Exam Style Practice Questions Paper 1- New Syllabus

Question

The structure of the compound γ-ionone is shown.

 

Including γ-ionone, how many stereoisomers exist with this molecular formula?

(A) \(1\)
(B) \(2\)
(C) \(4\)
(D) \(8\)
▶️ Answer/Explanation

Correct Answer: \( \boxed{\mathrm{C}} \)

The molecule contains:

  • One carbon-carbon double bond capable of E/Z isomerism.
  • One chiral carbon atom, giving a pair of optical isomers.

Therefore, the total number of stereoisomers is:

\(\mathrm{2\times2=4}\)

Therefore, the correct answer is (C).

Question

The structure of disodium cromoglycate is shown.

How many chiral centres are there in this molecule?

(A) 0
(B) 1
(C) 2
(D) 3
▶️ Answer/Explanation

Correct Answer: \( \boxed{\mathrm{A}} \)

A chiral centre is a carbon atom bonded to four different groups.

The central carbon is bonded to two identical \(\mathrm{-CH_2O-}\) groups, so it is not chiral.

All other carbon atoms are either part of aromatic rings or carbonyl groups and cannot be chiral centres.

Therefore, the molecule contains no chiral centres, so the correct answer is (A).

Question

Some properties of compound X are listed.

  • \(1.0\,\mathrm{mol}\) of X reacts with exactly \(8.5\,\mathrm{mol}\) oxygen when completely combusted.
  • X does not react when heated with acidified \(\mathrm{KMnO_4}\).

What are the possible identities of X?

(A) 1 and 3
(B) 2 and 4
(C) 3 only
(D) 4 only
▶️ Answer/Explanation

Correct Answer: \( \boxed{\mathrm{B}} \)

For complete combustion of a compound \(\mathrm{C_xH_yO_z}\),

\(\mathrm{O_2\ required}=x+\dfrac{y}{4}-\dfrac{z}{2}\)

The required oxygen is \(8.5\,\mathrm{mol}\), which matches compounds with the molecular formula \(\mathrm{C_6H_{12}O}\):

\(6+\dfrac{12}{4}-\dfrac{1}{2}=8.5\)

Compound 2 is a tertiary alcohol and compound 4 is a ketone. Neither is oxidised by hot acidified \(\mathrm{KMnO_4}\).

Compound 1 is a primary alcohol and compound 3 is a tertiary alcohol with a different molecular formula, so they do not satisfy both conditions.

Therefore, the possible identities of X are 2 and 4, so the correct answer is (B).

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