JEE Main · 2021 · 20 Jul 2021 · Shift 2 · General Organic Chemistry

Which one of the following pairs of isomers is an example of metamerism?

(A)(see structures)
A
B
(B) $CH_{3} CH_{2} CH_{2} CH_{2} CH_{3}$ and (see structure)
(C)(see structures)
A
B
✓ Correct
(D)(see structures)
A
B
C

Answer: (C)

Solution

Metamers share a molecular formula and a functional group but differ in how the carbon skeleton is divided on the two sides of that group. Only the pair of ketones of formula

C_{7} H_{14} O

meets this test: heptan-3-one is an ethyl butyl ketone while heptan-4-one is a dipropyl ketone, so the seven carbons sit as

2 + 4

in one and

3 + 3

in the other about the same carbonyl group. The pair heptan-3-one and heptan-4-one is the example of metamerism.

JEE Main · 2021 · 20 Jul 2021 · Shift 2 · Single correct option

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