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In which of the following addition reactions is a carbocation rearrangement poss

ID: 909298 • Letter: I

Question

In which of the following addition reactions is a carbocation rearrangement possible? Check all that apply.

Select one or more:

a. Oxymercuration-demercuration

b. Halogenation

c. Dihydroxylation

d. Hydrohalogenation

e. Hydrogenation

f. Hydroboration-oxidation

g. Acid-catalyzed hydration

Which of the following reactions gives exclusively syn addition? Check all that apply.

Select one or more:

a. Reaction with HBr

b. Hydroboration-oxidation

c. Acid-catalyzed addition of water

d. Oxymercuration-demercuration

e. Formation of a chlorohydrin with Cl2 and water

f. Dihydroxylation with osmium tetroxide

g. Bromination

h. Hydrogenation with a Pt catalyst

Peroxide-mediated addition of H-X across a double bond with anti-Markovnikov regiochemistry works best with which hydrogen halide?

Select one:

a. HCl

b. HI

c. HBr

d. HF

Explanation / Answer

1) in case of hydrohalogenation possibility of carbocation rearrangement.   because in first step there will be carbocation intermediate so it can re arrange if possible.

2)

h. Hydrogenation with a Pt catalyst . catalytic hydrogenation is concerted mechanism so only syn addition possible.

3) c. HBr

HBr bond strebgth suitable for free radical generation. because in peroxide medium free radical addition takes place.