CH3OC2H5 and (CH3)3COCH3 are treated with HI . The fragments after reaction obtained are

Question

CH3OC2H5 and (CH3)3COCH3 are treated with HI . The fragments after reaction obtained are (A)  CH3l+C2H5OH; (CH3)3C-l+CH3OH  (B)  CH3OH+C2H5l; (CH3)3C-OH+CH2l  (C)  CH3l+C2H5OH; CH3l+(CH3)3C-OH  (D)  CH3OH+C2H5l;(CH3)3C-l+CH3OH

Tardigrade Admin · Accepted Answer

CH3OC2H5 undergoes cleavage by SN2 mechanism to give CH3l and C2H5OH while (CH3)3COCH3 undergoes cleavage by SN1 mechanism to give (CH3)3Cl and CH3OH .

Q. $C H_{3} O C_{2} H_{5}$ and $(C H_{3})_{3} COC H_{3}$ are treated with $H I$ . The fragments after reaction obtained are

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

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

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

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

$C H_{3} O C_{2} H_{5}$ undergoes cleavage by $S_{N} 2$ mechanism to give $C H_{3} l$ and $C_{2} H_{5} O H$ while $(C H_{3})_{3} COC H_{3}$ undergoes cleavage by $S_{N} 1$ mechanism to give $(C H_{3})_{3} Cl$ and $C H_{3} O H$ .

Q. CH3​OC2​H5​ and (CH3​)3​COCH3​ are treated with HI . The fragments after reaction obtained are

CH3​l+C2​H5​OH;(CH3​)3​C−l+CH3​OH

CH3​OH+C2​H5​l;(CH3​)3​C−OH+CH2​l

CH3​l+C2​H5​OH;CH3​l+(CH3​)3​C−OH

CH3​OH+C2​H5​l;(CH3​)3​C−l+CH3​OH