The major product Y in the following reaction is
(a) Option A
(b) Option B
(c) Option C
(d) Option D

Q: Why are we just assuming an acidic workup after NaOCl? It's not even written in the question!

I know it's annoying! But in many JEE problems, the workup step is implicitly assumed. The haloform reaction initially produces a sodium carboxylate salt, but the subsequent reaction with $SOCl_2$ requires a free carboxylic acid to form the acyl chloride efficiently.

Q: Where did the methyl group go? Did it just vanish into thin air?

It didn't vanish! The methyl group is tri-halogenated to form a $-CCl_3$ group, which is an excellent leaving group. It is then cleaved by the base to form chloroform ($CHCl_3$), which separates out as a byproduct.

Q: Why doesn't SOCl2 just attack the benzene ring? It has double bonds!

Good thought, but no! $SOCl_2$ is a specialized reagent for converting hydroxyl groups (like in carboxylic acids and alcohols) into chlorides. It does not undergo electrophilic aromatic substitution with the benzene ring.

Q: Why does aniline attack the carbonyl carbon and not somewhere else on the ring?

The carbonyl carbon in an acyl chloride is highly electrophilic because the oxygen and chlorine atoms are pulling electron density away from it. The nitrogen lone pair in aniline naturally seeks out this most electron-deficient center.

Q: Wait, is the final product an amine or an amide? I always get them confused.

It's an amide! When an amine (like aniline) reacts with an acyl chloride, it forms an amide bond ($-CO-NH-$). Amines just have nitrogen attached to alkyl or aryl groups, while amides have nitrogen attached to a carbonyl group.

Question

The major product Y in the following reaction is

Sigma Percentile · Accepted Answer

### Analyzing the Setup
The problem presents a two-step reaction sequence starting with acetophenone, a classic methyl ketone. We are asked to identify the final major product, **Y**. The first step involves treating acetophenone with sodium hypochlorite ($NaOCl$), followed by a two-part second step using thionyl chloride ($SOCl_2$) and aniline ($Ph-NH_2$).

### The Haloform Cleavage
The first reagent, $NaOCl$, is the standard reagent for the **haloform reaction**. When a methyl ketone is treated with sodium hypochlorite, the methyl group is fully halogenated and then cleaved as a haloform—in this case, chloroform ($CHCl_3$).

The remaining portion of the molecule becomes a carboxylate salt. Although an acidic workup ($H_3O^+$) is not explicitly written in the reaction scheme, it is implicitly required to proceed to the next step. Thus, the intermediate **X** is **benzoic acid** ($Ph-COOH$).

### Activation and Amide Synthesis
In the next phase, benzoic acid is treated with thionyl chloride ($SOCl_2$). This is a classic method for converting a stable carboxylic acid into a highly reactive **acyl chloride**. The hydroxyl group is replaced by a chlorine atom, yielding benzoyl chloride ($Ph-COCl$).

Finally, aniline ($Ph-NH_2$) is introduced. Aniline acts as a nucleophile, with the lone pair on its nitrogen atom attacking the electrophilic carbonyl carbon of benzoyl chloride. This nucleophilic acyl substitution kicks out the chloride ion, forming an amide bond.

The resulting final product **Y** is **benzanilide** ($Ph-CO-NH-Ph$). This perfectly matches option (b).

Animated Solution for Chemistry - Organic Chemistry: The major product Y in the following reaction is

Select Answer:

Visualized Solution

Reaction Setup

Haloform Reaction

Formation of Intermediate X

Activation with $S O C l_{2}$

Formation of Benzoyl Chloride

Nucleophilic Acyl Substitution

Final Product Y

The Sigma Insight: Carbonyl Compounds

Analyzing the Setup The problem presents a two-step reaction sequence starting with acetophenone, a classic methyl ketone

The Haloform Cleavage The first reagent, $N a O C l$ , is the standard reagent for the haloform reaction

Activation and Amide Synthesis In the next phase, benzoic acid is treated with thionyl chloride ( $S O C l_{2}$ )

Similar Questions

The major product of the following reaction is

The major product obtained in the following reaction is

The major product in the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product formed in the following reaction is

The major product formed in the following reaction is

Animated Solution for Chemistry - Organic Chemistry: The major product Y in the following reaction is

Select Answer:

Visualized Solution

Reaction Setup

Haloform Reaction

Formation of Intermediate X

Activation with .math-text-wrapper .katex { font-size: 1.05em !important; } .math-text-wrapper .katex-display { margin: 1rem 0 !important; } SOCl2​

Formation of Benzoyl Chloride

Nucleophilic Acyl Substitution

Final Product Y

The Sigma Insight: Carbonyl Compounds

Analyzing the Setup The problem presents a two-step reaction sequence starting with acetophenone, a classic methyl ketone

The Haloform Cleavage The first reagent, .math-text-wrapper .katex { font-size: 1.05em !important; } .math-text-wrapper .katex-display { margin: 1rem 0 !important; } NaOCl, is the standard reagent for the haloform reaction

Activation and Amide Synthesis In the next phase, benzoic acid is treated with thionyl chloride ( .math-text-wrapper .katex { font-size: 1.05em !important; } .math-text-wrapper .katex-display { margin: 1rem 0 !important; } SOCl2​)

Similar Questions

The major product of the following reaction is

The major product obtained in the following reaction is

The major product in the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product of the following reaction is

The major product formed in the following reaction is

The major product formed in the following reaction is

Activation with $S O C l_{2}$

The Haloform Cleavage The first reagent, $N a O C l$ , is the standard reagent for the haloform reaction

Activation and Amide Synthesis In the next phase, benzoic acid is treated with thionyl chloride ( $S O C l_{2}$ )