Question

Arrange the following in order of increasing reactivity($least\to most$) towards nucleophile
$\left(1\right)C{H}_3\stackrel{O}{\stackrel{||}{C}}OCHC{H}_3\left(2\right)C{H}_3\stackrel{O}{\stackrel{||}{C}}Cl\left(3\right)C{H}_3\stackrel{O}{\stackrel{||}{C}}NHC{H}_3$

• A. 1 < 2 <3
• B. 3 < 1 < 2
• C. 1 < 3 < 2
• D. 2 < 1 < 3

Answer 1

The correct option is B 3 < 1 < 2

1) $C{H}_3-C(=O)-O-C{H}_2-C{H}_3$

2) $C{H}_3-C(=O)-Cl$

3)$H_{3}C-C(=O)NH-C{H}_3$

The order of reactivity depends on the polarity and the groups attached.

Alkyl groups attached with electron releasing groups gives less polarity and reactivity and alkyl groups attached to electron withdrawing groups are more reactive. Hence, the reactivity order is 3<1<2.

$-NHC{H}_3$ ERG

$-OC{H}_{2}C{H}_3$ EWG

$-Cl$ EWG

3 is least reactive$-OC{H}_{2}C{H}_3$ is lower in EWG series than -Cl.

Option :B