[email protected]
India's First Online IIT-JEE & NEET Coaching Platform - Trusted Since 2006
+91-87964 74404
Question icon
12 grade chemistry others

On reaction of chlorobenzene with acetyl chloride in presence of AlC{{l}_{3}}, the major product formed is- (A) 1-Chloro-2-methylbenzene(B) 1-Chloro-4-ethylbenzene(C) 2-Chloro Acetophenone(D) 4-Chloro Acetophenone

Profile image of Aniket Singh
1 Year agoGrade
Answers icon

1 Answer

Profile image of Askiitians Tutor Team
1 Year ago

To solve the question regarding the reaction of chlorobenzene with acetyl chloride in the presence of aluminum chloride (AlCl₃), we need to understand the mechanism of the reaction and the role of the reagents involved.

### Reaction Mechanism

1. **Formation of the Electrophile**:
- Chlorobenzene (C₆H₅Cl) does not react directly with acetyl chloride (CH₃COCl) because the chlorine atom is a poor leaving group. However, the presence of AlCl₃ facilitates the formation of an electrophile.
- Aluminum chloride coordinates with acetyl chloride, forming an acylium ion (\( CH₃CO^+ \)), which is a strong electrophile.

\[
\text{AlCl}_3 + \text{CH}_3COCl \rightarrow \text{CH}_3CO^+ + \text{AlCl}_4^-
\]

2. **Electrophilic Aromatic Substitution**:
- The acylium ion (\( CH₃CO^+ \)) attacks the aromatic ring of chlorobenzene, leading to electrophilic aromatic substitution.
- The chlorine atom, being a deactivating and ortho/para-directing group, influences the positions where the electrophile can attack. It is crucial to consider that while the reaction could potentially lead to substitution at multiple positions, the stability of the resulting carbocation and steric factors will determine the major product.

3. **Regeneration of the Aromatic Ring**:
- After the electrophile attaches to the ring, the aromatic character is restored by the loss of a proton, resulting in the formation of an acylated product.

### Expected Products
The two possible products from this reaction based on electrophilic substitution would be:

- **Acetophenone**: Formed when the acylium ion attaches to the aromatic ring, specifically at the para or ortho positions relative to the chlorine atom.
- **Chlorobenzene Derivatives**: If we were to consider further substitutions, products like 1-Chloro-2-methylbenzene or 1-Chloro-4-ethylbenzene are not formed in this context since the electrophile is the acylium ion, not a simple alkyl group.

### Analysis of Options
Given the choices:
- (A) 1-Chloro-2-methylbenzene
- (B) 1-Chloro-4-ethylbenzene
- (C) 2-Chloro Acetophenone
- (D) 4-Chloro Acetophenone

- The major product would likely be **acetophenone** (with a chlorine substituent still on the ring). However, since the options are structured with chlorinated acetophenones, we focus on options (C) and (D).
- The most stable product is **4-Chloro Acetophenone (D)**, as it would form preferentially due to less steric hindrance compared to 2-Chloro Acetophenone.

### Conclusion
The major product formed when chlorobenzene reacts with acetyl chloride in the presence of AlCl₃ is:

**(D) 4-Chloro Acetophenone.**


question mark

is Pradeep Chemistry+Ncert sufficient for all of the theory of Jee Mains Chemistry?


Hi, I’m a self-study JEE 2027 aspirant with a large 11th backlog. Since I don’t think 6–8 hour one-shots are sufficient to cover the full theory + breadth of problem types of a JEE chapter, I’ve shifted from lecture-based preparation to book-based self-study.


I have a problem with using NCERT as my primary chemistry source. In my experience, it is concise and information-heavy, but often lacks detailed explanations, systematic organisation of concepts, and categorisation of problem types. This seems especially problematic for Physical and Organic Chemistry, where I feel that simply reading NCERT may not give enough depth or problem-solving preparation.


So I’m considering this approach:


Pradeep Chemistry → complete the chapter thoroughly from Pradeep → then read NCERT for that chapter → solve JEE Main PYQs/problems.


My main question is:


Is Pradeep + NCERT sufficient as the complete theory source for JEE Main-level Chemistry?


In other words, after thoroughly completing a chapter from Pradeep and then NCERT, can I consider the theory part of that chapter complete for JEE Main, with only PYQs/problem practice remaining?


I’m asking specifically about JEE Main level, not Advanced.


Also, if Pradeep is not sufficient, what specific gap does it leave, and what would you recommend as a better book-based alternative for self-study?

Grade 1212 grade chemistry others

Last Activity: 5 Days ago