JEE Main Chemistry question

By which of the following reactions can *trans*-cyclopentane-1,2-diol be obtained?

(A)Cyclopentene + dilute aqueous (cold, dilute — gives *cis*-diol)
(B)Cyclopentene (also gives *cis*-diol via syn addition)
(C)Cyclopentene oxide (acid-catalysed epoxide opening, anti addition)Correct
(D)None of these

Answer: (C)

Solution

Both cold dilute and the /H sequence add the two hydroxyls to the same face of the double bond (*syn*-dihydroxylation), giving the *cis*-diol. Acid-catalysed hydrolysis of the epoxide (cyclopentene

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Question ID VK-148593