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Question

Which one of the following alkenes when treated with HCl yields majorly an anti Markovnikov product?

A
CH3OCH=CH2
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B
H2NCH=CH2
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C
F3CCH=CH2
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D
ClCH=CH2
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Solution

The correct option is C F3CCH=CH2
Markovnikov's rule: When an unsymmetrical reagent is added to an unsymmetrical alkene, the negative part of the reagent is attached to the unsaturated C atom having less number of hydrogen atoms.

In (d), we getting exclusive anti-Markovnikov product. This is due to the strong electron withdrawing nature of CF3. It will destabilise the carbocation formed at carbon next to it.

Hence, option (d) is correct.

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