Question

In set of reactions, identify D

• A.
• B.
• C.
• D.

Answer 1

The Correct Option is D

Looking at the reaction steps:

1. The reaction of CH₃COOH with SOCl₂ will result in the conversion of the carboxyl group (–COOH) into an acyl chloride, forming A (C₆H₅COCl).
2. This acyl chloride then undergoes Friedel–Crafts acylation with benzene in the presence of AlCl₃ to form B (C₆H₅COCH₂), where the acyl group is added to the benzene ring. 
3. Next, compound B reacts with HCN, resulting in the formation of a nitrile group (-CN) at the benzylic position, forming compound C (C₆H₅CH(C₂CH₃)CN).
4. Finally, hydrolysis of C with water leads to the formation of D, where the nitrile group is converted to a carboxyl group, yielding compound D (C₆H₅CH(C₂CH₃)COOH).

The correct answer is (D) : .

Answer 2

To solve this problem, we must analyze the sequence of reactions and identify the final product D.

1. Reaction of $CH_3COOH$ with $SOCl_2$:
Acetic acid ($CH_3COOH$) reacts with thionyl chloride ($SOCl_2$) to form acetyl chloride ($CH_3COCl$). This is the compound A.

2. Reaction of Acetyl Chloride with Benzene in the presence of $AlCl_3$:
Acetyl chloride reacts with benzene in the presence of anhydrous aluminum chloride ($AlCl_3$) in a Friedel-Crafts acylation reaction. This forms acetophenone ($C_6H_5COCH_3$). This is the compound B.

3. Reaction of Acetophenone with $HCN$:
Acetophenone reacts with hydrogen cyanide ($HCN$) via nucleophilic addition to the carbonyl group. The cyanide ion ($CN^-$) attacks the carbonyl carbon, and a proton is transferred to the oxygen to form a cyanohydrin. The product is 2-hydroxy-2-phenylpropanenitrile, which has the structure $C_6H_5C(OH)(CN)CH_3$. This is the compound C.

4. Hydrolysis of Cyanohydrin:
Hydrolysis of the cyanohydrin with water converts the nitrile group (-CN) to a carboxylic acid group (-COOH). Thus, $C_6H_5C(OH)(CN)CH_3$ becomes $C_6H_5C(OH)(COOH)CH_3$. The product is 2-hydroxy-2-phenylpropanoic acid, which has the structure $C_6H_5C(COOH)(OH)CH_3$. This is the compound D.

5. Analyzing the Options:
Comparing the structure of compound D ($C_6H_5C(COOH)(OH)CH_3$) with the given options, we find that it matches option (D).

Final Answer:
The compound D is option (D).