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Question

Anisole is treated with HI under two different conditions.
C+DHI(g)−−C6H5OCH3conc.HI−−−−A+B
The nature of A to D will be :

A
A and B are CH3I and C6H5OH while C and D are CH3OH and C6H5I
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B
A and B are CH3OH and C6H5I, while C and D are CH3I andC6H5OH
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C
Both A and B as well as both C and D are CH3I and C6H5OH
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D
A and B are CH3I and C6H5OH while there is no reaction in the second case
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Solution

The correct option is D Both A and B as well as both C and D are CH3I and C6H5OH
Although in both cases products are CH3I and C6H5OH; the two reactions follow different mechanism.

C6H5OCH3SN2−−HI(g)CH3I+C6H5OH

C6H5OCH3SN1−−−−−HI(conc.)CH3I+C6H5OH

Remember that during SN1 reaction, CH+3 is formed because it is more stable than C6H+5.

Option C is correct.

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