Consider the reactions (i) (CH3)2CH - CH2Br -[C2H5OH] (CH3)2CH - CH2OC2H5 + HBr (ii) (CH3)2CH - CH2Br -[C2H2O- ] (CH3)2CH - CH2OC2H5 + Br- The mechanisms of reactions (i) and (ii) are respectively

Question

Consider the reactions (i) (CH3)2CH - CH2Br ->[C2H5OH] (CH3)2CH - CH2OC2H5 + HBr (ii) (CH3)2CH - CH2Br ->[C2H2O- ] (CH3)2CH - CH2OC2H5 + Br- The mechanisms of reactions (i) and (ii) are respectively (A) S N 1 and S N 2 (B) S N 1 and S N 1 (C) S N 2 and S N 2 (D) S N 2 and S N 1

Tardigrade Admin · Accepted Answer

C 2 H 5 OH being a weaker nucleophile, when used as a solvent in case of hindered 1° halide, favours S N 1 mechanism while C 2 H 5 O -being a strong nucleophile in this reaction favours S N 2 mechanism.

Q. Consider the reactions
(i) $(C H 3) 2 C H - C H 2 B r C_{2} H_{5} OH (C H 3) 2 C H - C H 2 OC 2 H 5 + H B r$
(ii) $(C H 3) 2 C H - C H 2 B r C_{2} H_{2} O^{-} (C H 3) 2 C H - C H 2 OC 2 H 5 + B r^{-}$
The mechanisms of reactions (i) and (ii) are respectively

$S_{N} 1$ and $S_{N} 2$

$S_{N} 1$ and $S_{N} 1$

$S_{N} 2$ and $S_{N} 2$

$S_{N} 2$ and $S_{N} 1$

$C_{2} H_{5} O H$ being a weaker nucleophile, when used as a solvent in case of hindered $1^{\circ}$ halide, favours $S_{N} 1$ mechanism while $C_{2} H_{5} O^{-}$ being a strong nucleophile in this reaction favours $S_{N} 2$ mechanism.

Q. Consider the reactions (i) (CH3)2CH−CH2BrC2​H5​OH​(CH3)2CH−CH2OC2H5+HBr (ii) (CH3)2CH−CH2BrC2​H2​O- ​(CH3)2CH−CH2OC2H5+Br− The mechanisms of reactions (i) and (ii) are respectively

SN​1 and SN​2

SN​1 and SN​1

SN​2 and SN​2

SN​2 and SN​1