Chemistry | VITEEE 2016 | Discussion Page

Anisole is treated with HI under two different condition

C+D $\underleftarrow{HI(g)}$ $C_{6}H_{5}OCH_{3}$ $\underrightarrow{conc. HI}$ A+B

the nature of A to D will be

A) A and B are

$CH_{3}I$ and

$C_{6}H_{5}OH$ while C and D are

$CH_{3}OH$ and

$C_{6}H_{5}I$

B) A and B are

$CH_{3}OH$ and

$C_{6}H_{5}I$ , while C and D are

$CH_{3}I$ and

$C_{6}H_{5}OH$

C) Both A and B as wella s both C and D are

$CH_{3}I$ and

$C_{6}H_{5}OH$

D) A and B are

$CH_{3}I$ and

$C_{6}H_{5}OH$ while there is no reaction in the second case

Option C

Although in both cases products are CH₃I and C₆H₅ OH; the two reactions follow different mechanism

$C_{6}H_{5}-O-CH_{3}$ $\underrightarrow{ HI(g)}$ $CH_{3}I +C_{6}H_{5}OH$

S_N 2

$C_{6}H_{5}-O-CH_{3}$ $\underrightarrow{conc. HI}$ $CH_{3}I +C_{6}H_{5}OH$

S_N2

Remember that during S_N 1 reaction, CH₃⁺ is formed because it is more stable than C₆ H₅⁺

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