Unit 12 Aldehydes, Ketones And Carboxylic Acids (Intext Questions-4)

Intext Question

12.4 Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions.

(i) Ethanal, Propanal, Propanone, Butanone.

(ii) Benzaldehyde, $p$-Tolualdehyde, $p$-Nitrobenzaldehyde, Acetophenone.

Hint: Consider steric effect and electronic effect.

Show Answer

Answer

The + l effect of the alkyl group increases in the order : Ethanal $<$ Propanal $<$ Propanone $<$ Butanone

The electron density at the carbonyl carbon increases with the increase in the $+I$ effect. As a result, the chances of attack by a nucleophile decrease. Hence, the increasing order of the reactivities of the given carbonyl compounds in nucleophilic addition reactions is:

$\text{Butanone < Propanone < Propanal < Ethanal}$

(ii)

The $+I$ effect is more in ketone than in aldehyde. Hence, acetophenone is the least reactive in nucleophilic addition reactions. Among aldehydes, the $+I$ effect is the highest in $p$-tolualdehyde because of the presence of the electrondonating - ${CH_3}$ group and the lowest in $p$-nitrobezaldehyde because of the presence of the electron-withdrawing ${NO_2}$ group. Hence, the increasing order of the reactivities of the given compounds is:

$\text{Acetophenone < p-tolualdehyde < Benzaldehyde < p-Nitrobenzaldehyde} $

12.5 Predict the products of the following reactions:

image

Show Answer

Answer



sathee Ask SATHEE

Welcome to SATHEE !
Select from 'Menu' to explore our services, or ask SATHEE to get started. Let's embark on this journey of growth together! 🌐📚🚀🎓

I'm relatively new and can sometimes make mistakes.
If you notice any error, such as an incorrect solution, please use the thumbs down icon to aid my learning.
To begin your journey now, click on

Please select your preferred language
कृपया अपनी पसंदीदा भाषा चुनें