A C8H14 hydrocarbon (X) is reduced by sodium in liquid ammonia to a single C8H16 product (Y). Both of these compounds undergo hydrogenation (Pt catalyst) to give 2,5-dimethylhexane. Ozonolysis of Y with an oxidative workup produces a single C4H8?

Question

A C8H14 hydrocarbon (X) is reduced by sodium in liquid ammonia to a single C8H16 product (Y). Both of these compounds undergo hydrogenation (Pt catalyst) to give 2,5-dimethylhexane. Ozonolysis of Y with an oxidative workup produces a single C4H8?

TuteeHUB · Accepted Answer

X is 2.5-dimethyl-1,5-hexadiene ; Y is 2,5-dimethyl-3-hexyne.

TuteeHUB · Answer

X is 2,5-dimethyl-3-hexyne ; Y is cis-2,5-dimethyl-3-hexene.

TuteeHUB · Answer

X is 2,5-dimethyl-3-hexyne ; Y is trans-2,5-dimethyl-3-hexene.

TuteeHUB · Answer

X is 2,5-dimethyl-2,4-hexadiene ; Y is cis-2,5-dimethyl-3-hexene. ________________________________________

1.	A C8H14 hydrocarbon (X) is reduced by sodium in liquid ammonia to a single C8H16 product (Y). Both of these compounds undergo hydrogenation (Pt catalyst) to give 2,5-dimethylhexane. Ozonolysis of Y with an oxidative workup produces a single C4H8?
A.	X is 2,5-dimethyl-3-hexyne ; Y is cis-2,5-dimethyl-3-hexene.
B.	X is 2,5-dimethyl-3-hexyne ; Y is trans-2,5-dimethyl-3-hexene.
C.	X is 2.5-dimethyl-1,5-hexadiene ; Y is 2,5-dimethyl-3-hexyne.
D.	X is 2,5-dimethyl-2,4-hexadiene ; Y is cis-2,5-dimethyl-3-hexene. ________________________________________
Answer» C. X is 2.5-dimethyl-1,5-hexadiene ; Y is 2,5-dimethyl-3-hexyne.

A C8H14 hydrocarbon (X) is reduced by sodium in liquid ammonia to a single C8H16 product (Y). Both of these compounds undergo hydrogenation (Pt catalyst) to give 2,5-dimethylhexane. Ozonolysis of Y with an oxidative workup produces a single C4H8?

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