Question

The halides which will not give ppt. with $AgN{O}_3$

• A.
• B.
• C.
• D.

Answer 1

The correct option is A

(A)
Partial double bond character makes it unreactive. In chlorobenzene, the lone pair of chlorine atom is in conjugation with benzene ring and hence chlorine atom takes part in resonance and does not show removal of chlorine ion readily therefore it does not give white ppt with alcoholic $AgN{O}_3$.

(B)


Benzylic halogen is most reactive due to formed carbocation is stabilized by conjugation, the $A{g}^{+}$ ion react with the chlorine ions to form a white ppt of $AgN{O}_3$.

(C) Allylic halogen is most reactive due to formed carbocation is stabilized by conjugation.So, it gives the ppt. easily.

(D) Due to stable 3° carbocation formation, tert-butyl chloride given the ppt. immediately.