In the given reaction, 'A' can be:
Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question
In the given reaction,
'A' can be:
- a
Benzyl bromide
- b✓
Bromobenzene
- c
Cyclohexyl bromide
- d
Methyl bromide
Bromobenzene
Step 1: Analyze the product
Product structure shows triphenylmethanol:
This has:
- Three phenyl groups
- One OH group
- Central carbon
Step 2: Understand Grignard reaction with esters
Grignard + Ester → Tertiary alcohol (2 equiv of Grignard)
General reaction:
For methyl benzoate ():
Step 3: Determine R group
Product:
This means:
- R = (phenyl)
- R' = (from ester)
So:
Step 4: Identify compound A
Grignard reagent:
Starting halide: = Bromobenzene ()
Answer: (b) Bromobenzene
Key Reaction Mechanism:
-
Grignard formation:
-
First addition: (Ketone intermediate)
-
Second addition:
-
Hydrolysis:
Key Points:
- Esters react with 2 equiv of Grignard → tertiary alcohol
- Aldehydes/ketones react with 1 equiv → secondary/tertiary alcohol
- Aryl Grignards can be formed from aryl bromides
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