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Question

Predict the product C obtained in the following reaction of but-1-yne.
CH3CH2CCH+HClBHIC

A
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B
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C
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D
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Solution

The correct option is C
This reaction occurs according to Markovnikov's rule which states that when an unsymmetrical alkene undergo hydrohalogenation, the negative part of the addendum (adding molecule) gets attached to that doubly bonded C which posses lesser number of hydrogen atoms.

By markovnikov's rule, the Cl gets adds to the carbon which has lesser number of hydrogen atom and forms a alkene.
Formed alkene reacts with HI molecule to undergo markovnikov's addition. Here, the carbocation formed is an tertiary carbocation which is more stable. Thus the major product is (c)

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