A hydrocarbon with molecular formula C6H8 is chiral but upon catalytic hydrogenation gives achiral hydrocarbon of molar mass 8 6. Which of the following could be the starting compound?

Question

A hydrocarbon with molecular formula C6H8 is chiral but upon catalytic hydrogenation gives achiral hydrocarbon of molar mass 8 6. Which of the following could be the starting compound? (A) 3-methyl -1-pentene-4-yne (B) 1 , 4-dimethylcyclobutadiene (C) 1- ethenyl -3-methylcyclopropene (D) 5- methyl -1,3-cyclopentadiene

Tardigrade Admin · Accepted Answer

Molar mass 86 correspond to C6H14, i.e. starting compound has not ring structure. <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/1beb31883d6ff782a6a500eeb7d7d0e8-.jpeg" />

Q. 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?

$3 -$ methyl $- 1 -$ pentene $- 4 -$ yne

$1, 4 -$ dimethylcyclobutadiene

$1 -$ ethenyl $- 3 -$ methylcyclopropene

$5 -$ methyl $- 1, 3 -$ cyclopentadiene

Molar mass $86$ correspond to $C_{6} H_{14}$ , i.e. starting compound has not ring structure.

Q. A hydrocarbon with molecular formula C6​H8​ is chiral but upon catalytic hydrogenation gives achiral hydrocarbon of molar mass 86. Which of the following could be the starting compound?

3−methyl −1−pentene−4−yne

1,4−dimethylcyclobutadiene

1− ethenyl −3−methylcyclopropene

5− methyl −1,3−cyclopentadiene