What is meant by deactivating groups? Explain with suitable examples.

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) Definition: Groups that,when attached to a benzene ring,make the subsequent electrophilic aromatic substitution reaction slower than that of benzene are known as deactivating groups.
Examples: Most meta-directing groups are deactivating groups,such as $-COOH$,$-NO_2$,$-SO_3H$,$-COCl$,$-COR$,$-COOR$,and $-CN$.
Explanation:
$(a)$ Resonance effect: In meta-directing groups,the $\pi$-electron density of the benzene ring is delocalized towards the substituent group due to resonance. This reduces the electron density within the ring,making it less susceptible to electrophilic attack.
$(b)$ Inductive effect: Most of these groups exert a strong electron-withdrawing inductive effect ($-I$ effect),which pulls electron density away from the ring,further decreasing the electron density and thus deactivating the ring towards electrophilic substitution.

Explore More

Similar Questions

Which of the following is true for arenes?

Identify the number of aromatic compounds from the following structures:
$(i)$ $1,2,4$-triazole
(ii) $2$-pyrone
(iii) Benzimidazole
(iv) Pyrazole
$(v)$ Cyclooctatetraene dianion
(vi) Pyrrolidinium cation
(vii) Cyclopentadienyl cation

What is the correct order of reactivity towards electrophilic substitution for the compounds: Aniline $(I)$,Benzene $(II)$,and Nitrobenzene $(III)$?

What is the decreasing order of reactivity towards electrophilic substitution for the following compounds?
$(1)$ Benzene,$(2)$ Toluene,$(3)$ Chlorobenzene,$(4)$ Phenol

Which isomer of xylene can give three different monochloroderivatives?

Vedclass Products

For Students

Vedclass Test Series

Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.

Start Free Trial
For Teachers

Exam Paper Generator

Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.

Try Free
For Institutes

Online Exam Module

Live online exams with unlimited students, 360° analytics & white-label branding.

See Demo