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CHM 102 Practice Questions Objective Question

Question

What is(are) the product(s) in the Pd-catalyzed hydrogenation of 1,2-dimethylcyclopentene?
Options
A trans-1,2-dimethylcyclopentane
B cis-1,2-dimethylcyclopentane
Correct Answer
C a mixture of trans and cis-1,2-dimethylcyclopentane
D 1,1-dimethylcyclopentane
Correct Answer

Option B is the correct answer.

Detailed Explanation

Catalytic hydrogenation of 1,2-dimethylcyclopentene (a cis-alkene with both methyl groups on the same side) adds H2 syn (from the same face). The product is cis-1,2-dimethylcyclopentane with both methyl groups on the same side.

Hint

What is the stereochemistry of catalytic hydrogenation?

Question Info