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Question

Which of the following compound would yield trialkyl borane as shown below when treated with BH3 and THF ?


A

2 - Methyl but-1-ene

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B

2 - Methyl but-2-ene

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C

3 - Methyl but-1-ene

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D

3 - Methyl but-1-ene

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Solution

The correct option is D

3 - Methyl but-1-ene


The given trialkyl borane is:

For the reaction, in general BH3 is prepared in situ (as BH3 exists as a dimer B2H6).

Hydroboration happens according to Anti-Markovnikovi addition.

This means that in the reaction intermediate Boron atom is attached to the carbon atom of the alkene with the higher number of Hydrogen atoms.

For example,

For our solution, the alkene should be

Ans: (d)


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