JEE Main Chemistry question

Which one of the following compounds is capable of existing in a meso form?

(A)2,4-dibromopentaneCorrect
(B)4-bromo-2-pentanol
(C)3-bromo-2-pentanol
(D)2,3-dibromopentane

Answer: (A)

Solution

2,4-Dibromopentane, CH₃–CHBr–CH₂–CHBr–CH₃, is symmetric about its central C3: C2 and C4 are mirror-equivalent stereocenters bearing identical substituent sets. This symmetry permits an internally compensated (meso) stereoisomer

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Question ID VK-139190