Which one of the following alkenes when treated with HCl yields majorly an anti Markovnikov product?
A
CH3O−CH=CH2
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B
H2N−CH=CH2
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C
F3C−CH=CH2
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D
Cl−CH=CH2
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Solution
The correct option is CF3C−CH=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.