50. Which of the following reagent is suitable for syn-hydroxylation of cycloalkene?
(a) Cold alkaline KMnO4
(b) Hot KMnO4
(d) Hg(OAc)2
(c) HCOOOH
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Answer:
All the four reactions are correct.
(A) When cyclopentene is heated with alkaline potassium permanganate solution, the C atoms attached to double bond are oxidized to carboxylate ions.
(B) Reductive ozonolysis of cyclopentene gives pentanedial (glutaraldehyde).
(C) When cyclopentene reacts with a cold dilute solution of potassium permanganate, a vicinal diol is obtained. This is an example of dihydroxylation.
(D) Epoxidation of cyclopentene with perbenzoic acid in dichloromethane gives an epoxide.
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