The relative rate of reaction of the followin | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(D) The reaction of amines with methyl iodide is a nucleophilic substitution reaction $(S_N2)$.For the same nucleophilic atom (nitrogen),the nucleophi

Vedclass · Accepted Answer

$B > A > C$

Vedclass · Answer

(D) The reaction of amines with methyl iodide is a nucleophilic substitution reaction $(S_N2)$.For the same nucleophilic atom (nitrogen),the nucleophilicity is directly proportional to the basicity of the amine.Structure $(A)$ is triethylamine,which is a flexible tertiary amine.Structure $(B)$ is quinuclidine,a rigid bicyclic amine where the lone pair is more available due to less steric hindrance compared to $(A)$ and $(C)$.Structure $(C)$ is $DABCO$ ($1$,$4$-diazabicyclo[$2.2$.$2$]octane),where the lone pair on one nitrogen is involved in resonance/inductive effects of the other nitrogen,reducing its basicity and nucleophilicity compared to $(B)$.Thus,the order of basicity and nucleophilicity is $B > A > C$.

The relative rate of reaction of the following amines with methyl iodide is:

Similar Questions

Identify the product $B$ in the following reaction:
$C_6H_5NH_2$ $\xrightarrow[0^\circ-5^\circ C]{NaNO_2/HCl} A$ $\xrightarrow{Ph-N(CH_3)_2} B$

What are $X$ and $Y$ respectively in the following set of reactions?

Product $(E)$ is

Identify the incorrect statements.

Suppose the following reaction:
The product $D$ and $F$ are related as:

Vedclass Test Series

Exam Paper Generator

Online Exam Module