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Which of the following statements are co...

Which of the following statements are correct?
(A) The C - Cl bond in chlorobenzene is shorter than in chloromethane.
(B) It is difficult to replace chlorine from chlorobenzene than from benzyl chloride.
The C - Cl bond in chlorobenzene has some double bond character.
(D) Chlorobenzene on chlorination gives m-dichlorobenzene

A

A, B, C

B

A, D only

C

B, C , D

D

C, D only

Text Solution

Verified by Experts

The correct Answer is:
A
(a) In chlorobenzene lone pair of `e^(-)` is involved in delocalisation hence double bond character is present in C-Cl bond. Therefore, bond length becomes short. While in `CH_(3)Cl` is delocalisation is absent.
Chlorobenzene has double bond character between C and Cl. So, it is difficult to replace form than form benzyl chloride.
(c ) C - Cl has double bond character in chlorobenzene.
(d) Chlorobenzene on chlorination gives m-dichlorobenzene due to 0/p directing effect of Cl.
Thus, option (a) is correct.
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