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Question

Chemistry Question on Preparation

The order of decreasing ease of abstraction of Hydrogen atoms in the following molecule is

A

Ha>Hb>HcH_a > H_b > H_c

B

Ha>Hc>HbH_a > H_c > H_b

C

Hb>Ha>HcH_b > H_a > H_c

D

Hc>Hb>HaH_c > H_b > H_a

Answer

Ha>Hc>HbH_a > H_c > H_b

Explanation

Solution

Abstraction of (Ha)\left( H _{a}\right) hydrogen atom results in the formation of 33^{\circ} allylic carbocation whereas abstraction of HcH _{c} gives 22^{\circ} allylic carbocation (which is less stable as compared to former one). However, abstraction of HbH _{b} gives only a 22^{\circ} carbocation which is less stable as compared to former two. More the stability of generated carbocation, higher is the tendency of abstraction of hydrogen. Thus, the order of decreasing ease of abstraction of hydrogen atoms from the given molecule is
Ha>Hc>HbH _{ a }> H _{c}> H _{b}