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Question

The formation of precipitate almost instantly (immediately) when alcoholic AgNO3 reacts with –
(i) (ii) (iii) (iv)

A
I
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B
I, II
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C
I, II & III
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D
I, II, III & IV
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Solution

The correct option is C I, II & III
Look for aromatizations:

t-butyl chloride also ionized to give a stable tertiary butyl carbocation. The bicyclo compound cannot ionize because the resulting hypothetical carbocation will have a double bond at the bridge-head carbon. This violates Bredt’s rule.

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