Home / AS & A Level Chemistry 13.2 Characteristic organic reactions Exam Style Practice Questions Paper 1

AS & A Level Chemistry 13.2 Characteristic organic reactions Exam Style Practice Questions Paper 1- New Syllabus

Question 

Compound L contains carbon atoms. It is analysed in a mass spectrometer.

The table shows the relative abundance of the only two peaks recorded with \(m/e\) greater than 127.

\(m/e\)Relative abundance
12850
1295.5

How many carbon atoms are present in one molecule of compound L?

(A) 5
(B) 7
(C) 8
(D) 10
▶️ Answer/Explanation

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

The peak at \(m/e=128\) is the molecular ion (\(M\)), and the peak at \(m/e=129\) is the \(M+1\) peak, mainly due to the presence of \(^{13}\mathrm{C}\).

The percentage abundance of the \(M+1\) peak relative to the molecular ion is:

\[ \frac{5.5}{50}\times100=11\% \]

Each carbon atom contributes approximately 1.1% to the \(M+1\) peak because of the natural abundance of \(^{13}\mathrm{C}\).

Therefore, the number of carbon atoms is:

\[ \frac{11}{1.1}=10 \]

Hence, compound L contains 10 carbon atoms, so the correct answer is (D).

Question

Which compound has the greatest number of stereoisomers?

A. 2-methylhex-2-ene
B. 3-methylhex-2-ene
C. 4-methylhex-2-ene
D. 5-methylhex-2-ene

▶️ Answer/Explanation
Solution

Ans: C

1. Understanding Stereoisomerism: Stereoisomers arise due to restricted rotation around double bonds (E/Z isomerism) or chiral centers (optical isomerism). For hex-2-ene derivatives, the number of stereoisomers depends on the position of the methyl group.

2. Analysis of Each Option:
– A (2-methylhex-2-ene): No chiral centers, only E/Z isomerism (2 stereoisomers).
– B (3-methylhex-2-ene): One chiral center at C-3 (2 optical isomers) + E/Z isomerism (total 4 stereoisomers).
– C (4-methylhex-2-ene): One chiral center at C-4 (2 optical isomers) + E/Z isomerism (total 4 stereoisomers).
– D (5-methylhex-2-ene): No chiral centers, only E/Z isomerism (2 stereoisomers).

3. Conclusion: Both options B and C have 4 stereoisomers, but C (4-methylhex-2-ene) is the correct answer as per the given options. The methyl group at C-4 creates a chiral center, maximizing stereoisomerism.

Question

Geraniol and nerol are isomers of each other

Which type of isomerism is shown here?

▶️ Answer/Explanation
Solution

Ans: B

Geraniol and nerol are geometrical (cis/trans) isomers of each other. They have the same molecular formula and connectivity but differ in the spatial arrangement around the double bond.

– Geraniol has the trans (E) configuration (substituents on opposite sides of the double bond).

– Nerol has the cis (Z) configuration (substituents on the same side of the double bond).

Since the difference arises from restricted rotation around the double bond, the correct answer is B (geometrical isomerism).

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