A) 3, 3-dibromopentane
B) 4-bromo-2-pentanol
C) 3-bromo-2-pentanol
D) 2, 3-dibromopentane
E) 2, 4-dibromopentane
Correct Answer: E
Solution :
Those compounds which contain two or more asymmetric carbon atoms but are optically inactive due to presence of plane of symmetry, are called meso compounds. Meso compounds are optically inactive due to internal compensation. Out of the given compounds only 2, 4-dibromopentane have a plane of symmetry, so it is a meso compound. \[\underset{2,4-dibromopentane\text{ }(meso\text{ }compound)}{\mathop{\underset{\begin{align} & | \\ & H-C-Br \\ & | \\ & H-C-Br \\ & | \\ & H-C-Br \\ & | \\ & C{{H}_{3}} \\ \end{align}}{\mathop{C{{H}_{3}}}}\,}}\,\]
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