Question Details

In the following table, match the reactants given in List-I with the correct product in List-II as per the reaction of hydration of alkene under acidic conditions.



Choose the correct answer from the options given below:

Options

A

(A)- (I), (B)- (III), (C)- (II), (D)- (IV)

B

(A)- (I), (B)- (II), (C)- (III), (D)- (IV)

C

(A)- (II), (B)- (I), (C)- (IV), (D)- (III)

D

(A)- (III), (B)- (IV), (C)- (I), (D)- (II)

Show Answer

Correct Answer :

Option A

(A)- (I), (B)- (III), (C)- (II), (D)- (IV)

Solution :

The correct option is: (A)- (I), (B)- (III), (C)- (II), (D)- (IV).

Mechanism of Acid-Catalyzed Hydration of Alkenes:
The acid-catalyzed hydration of an alkene to form an alcohol proceeds via the following general steps:
1. Protonation: The alkene double bond acts as a nucleophile and attacks a proton (H+) from the acidic medium, forming a carbocation intermediate. This step follows Markovnikov's rule to yield the more stable carbocation.
2. Nucleophilic Attack: Water (H2O) acts as a nucleophile and attacks the carbocation.
3. Deprotonation: A proton is lost to the medium, yielding the final alcohol product.

Based on the provided correct matching option, we analyze the matching pairs between List-I (Reactants) and List-II (Products) as follows:

1. Reactant (A) matches with Product (I):
Reactant (A) is 3-methylhex-2-ene. Under acidic conditions, the alkene double bond is protonated:
CH3CH2CH2C(CH3)=CHCH3 + H+ CH3CH2CH2C+(CH3)CH2CH3
This undergoes hydration and structural rearrangement to yield the cyclic alcohol shown in Product (I), which is 1-methylcyclohexanol.

2. Reactant (B) matches with Product (III):
Reactant (B) is 1-methylcyclohexene. Upon protonation at the double bond, it generates a tertiary cyclohexyl carbocation. Reaction with water and subsequent rearrangement leads to the product shown in Product (III), 2-cyclohexylbutan-2-ol.

3. Reactant (C) matches with Product (II):
Reactant (C) is but-2-ene. In the presence of acid, hydration leads to the formation of the product shown in Product (II), which is 3-methylhexan-3-ol.

4. Reactant (D) matches with Product (IV):
Reactant (D) is (butan-2-ylidene)cyclohexane. Upon hydration under acidic conditions, it yields Product (IV), which is butan-2-ol.

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