question_answer

A hydrocarbon with molecular formula \[{{C}_{6}}{{H}_{8}}\]is chiral but upon catalytic hydrogenation gives achiral hydrocarbon of molar mass 86. Which of the following could be the starting compound?

A)  3-methy1-1-pentene-4-yne

B)  1, 4-dimethylcyclobutadiene

C)  1-etheny1-3-methylcyclopropene

D)  5-methy1-1, 3-cyclopentadiene

Correct Answer: A

Solution :

[a] Molar mass 86 correspond to \[{{C}_{6}}{{H}_{14}},i.e.\]starting compound has not ring structure.