doubt...guys pls help

pls give answer with explanation....

tell me if image is not clear enough

11 Answers

39
Pritish Chakraborty ·

FC Alkylation? Carbocation will rearrange to tertiary one and attack benzene ring? And then follow free radical chlorination..
4 possible regio-isomers after chlorination.

1
Arshad ~Died~ ·

anyone else pls confirm....

19
Debotosh.. ·

absolutely correct,pritish !

24
eureka123 ·

Pritish is right

1
Arshad ~Died~ ·

thanx all....!!!!

1
injun joe ·

But the answer is 3.
My doubt- will the rearrangement take place twice?

1
Arshad ~Died~ ·

ya the answer is three....please explain everybody....!!!!
i also wrote 4 in the exam...but it turns out to be wrong....explain....anyone

39
Pritish Chakraborty ·

Funny, whenever I attempt these questions on monochloro derivatives I always get one more than what the answer is supposed to be..
There are four spots containing hydrogens so there should be four possible products. And yes, two hydride rearrangements take place in the carbocation. If someone could explain why there are 3 products...

1
injun joe ·


chlorine will attack at the site 1, 2 and 3
hence 3 products

I too wrote 4 in the exam

39
Pritish Chakraborty ·

What about that methyl group at the top?

1
Arshad ~Died~ ·

@pritish
with methyl group at the top the compound formed will be same as with methyl group at one....

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