Question

The order of reactivity of following alcohols with halogen
acids is .............. .
(A) CH₃CH₂ —CH₂ —OH
(B) CH₃CH₂ - CH - OH
|
CH₃
CH₃
|
(C) CH₃CH₂ – CH—OH
|
CH₃
(a) (A) > (B) > (C) (b) (C) > (B) > (A)
(c) (B) > (A) > (C) (d) (A) > (C) > (B)

Answer 1

The order of reactivity is (C) > (B) > (A).

Correct option is (b).

Explanation:

The stability of carbocations are in the order.

3  o > 2 o  > 1o

Let us consider the formation of carbocations with the given three alcohols.

• CH3−CH2−CH2−OH → CH3−C+H+OH−

In this case, 1∘ carbocation is formed. It is least stable. So, here SN2 mechanism is followed. In this SN2 mechanism a transitory state is observed in a-carbon is linked with two nucleophiles.

• CH3−CH2−CH∣CH3−OH → CH3−CH+∣CH3+OH− 2∘ carbocation (more stable than 1∘ carbocation)  

• CH3−CH2−C∣CH3∣CH3−OH → H3C−CH2−C+∣CH3∣CH3+OH− 3∘ carbocation (most satble)

Higher the stability of intermediate, higher will be the reactivity of compound.

Therefore the order of reactivity is (C) > (B) > (A).

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