CH 3 OC 2 H 5 and ( CH 3)3 C - OCH 3 are treated with hydroiodic acid. The fragments after reactions obtained are

Question

CH 3 OC 2 H 5 and ( CH 3)3 C - OCH 3 are treated with hydroiodic acid. The fragments after reactions obtained are (A) CH 3 I + HOC 2 H 5 ;( CH 3)3 C -1+ HOCH 3 (B) CH 3 OH + C 2 H 5 I ;( CH 3)3 Cl + HOCH 3 (C) CH 3 OH + C 2 H 5 ;( CH 3)3 C - OH + CH 3 I (D) CH 3 I + HOC 2 H 5 ; CH 3 I +( CH 3)3- C - OH

Tardigrade Admin · Accepted Answer

When mixed ethers are used, the alkyl iodide produced depends on the nature of alkyl groups. If one group is Me and the other a pri-or sec-alkyl group, then methyl iodide is produced. Here reaction occurs via

S_{N} 2

mechanism and because of the steric effect of the larger group,

I^{-}

attacks the smaller (Me) group.

C H_{3} O C_{2} H_{5} + H I \to C H_{3} I + C_{2} H_{5} O H

When the substrate is a methyl

t

-alkyl ether, the products are

t - R I

and MeOH. Here reaction occurs by

S_{N}!

mechanism and formation of products is controlled by the stability of carbocation. Since carbocation stability

order is

3^{\circ} > 2^{\circ} > 1^{\circ} > C H_{3} \oplus

∴

Alkyl halide is always derived from tert-alkyl group.

Q. $C H_{3} O C_{2} H_{5}$ and $(C H_{3})_{3} C - OC H_{3}$ are treated with hydroiodic acid. The fragments after reactions obtained are

$C H_{3} I + H O C_{2} H_{5}; (C H_{3})_{3} C - 1 + H OC H_{3}$

$C H_{3} O H + C_{2} H_{5} I; (C H_{3})_{3} Cl + H OC H_{3}$

$C H_{3} O H + C_{2} H_{5}; (C H_{3})_{3} C - O H + C H_{3} I$

$C H_{3} I + H O C_{2} H_{5}; C H_{3} I + (C H_{3})_{3} - C - O H$

Q. CH3​OC2​H5​ and (CH3​)3​C−OCH3​ are treated with hydroiodic acid. The fragments after reactions obtained are

CH3​I+HOC2​H5​;(CH3​)3​C−1+HOCH3​

CH3​OH+C2​H5​I;(CH3​)3​Cl+HOCH3​

CH3​OH+C2​H5​;(CH3​)3​C−OH+CH3​I

CH3​I+HOC2​H5​;CH3​I+(CH3​)3​−C−OH

Q. $C H_{3} O C_{2} H_{5}$ and $(C H_{3})_{3} C - OC H_{3}$ are treated with hydroiodic acid. The fragments after reactions obtained are

$C H_{3} I + H O C_{2} H_{5}; (C H_{3})_{3} C - 1 + H OC H_{3}$

$C H_{3} O H + C_{2} H_{5} I; (C H_{3})_{3} Cl + H OC H_{3}$

$C H_{3} O H + C_{2} H_{5}; (C H_{3})_{3} C - O H + C H_{3} I$

$C H_{3} I + H O C_{2} H_{5}; C H_{3} I + (C H_{3})_{3} - C - O H$