Is nitrobenzene more reactive than benzoic acid for electrophilic substitution?
Answer
551.1k+ views
Hint: We know that both nitro and carboxylic acids groups when attached to a benzene ring pull away the electron density from the ring towards themselves or in other words are powerful electron withdrawing groups but their relative withdrawing strengths decides their reactivity.
Complete Step By Step Answer:
Nitrobenzene is benzene attached to the nitro functional group and benzoic acid is benzene attached to the carboxylic acid group. Both these groups have a tendency to withdraw electron density from the ring towards them through electronic effects like inductive effect and resonance effect.
The $ - R $ and $ - I $ effect of nitro group and carboxylic acid group makes them powerful electron withdrawing groups.
Benzene ring is a rich source of electrons due to the cyclic conjugation of double bonds inside it and therefore shows electrophilic substitution reactions where electron deficient groups attack the benzene ring. In order to be more reactive towards electrophilic substitution reaction, the benzene rings must be attached to functional groups that add to the electron density of the ring and make it more electrophilic.
Both nitro and carboxylic acid groups act in the opposite direction and reduce the reactivity of the benzene ring towards electrophilic substitution. But the electron withdrawing strength of nitro group is higher than that of carboxylic acid group $ ( - N{O_2}) > ( - COOH) $ due to which nitrobenzene would be even less reactive than benzoic acid.
$ \Rightarrow $ Therefore the answer is No, the nitrobenzene ring is not more reactive than benzoic acid towards electrophilic substitution reaction.
Note:
In order to make benzene rings more electrophilic and electron rich in nature, groups like hydroxyl group, amine group, methyl substituent should be attached that add to the electron density through electronic effects like resonance and hyperconjugation.
Complete Step By Step Answer:
Nitrobenzene is benzene attached to the nitro functional group and benzoic acid is benzene attached to the carboxylic acid group. Both these groups have a tendency to withdraw electron density from the ring towards them through electronic effects like inductive effect and resonance effect.
The $ - R $ and $ - I $ effect of nitro group and carboxylic acid group makes them powerful electron withdrawing groups.
Benzene ring is a rich source of electrons due to the cyclic conjugation of double bonds inside it and therefore shows electrophilic substitution reactions where electron deficient groups attack the benzene ring. In order to be more reactive towards electrophilic substitution reaction, the benzene rings must be attached to functional groups that add to the electron density of the ring and make it more electrophilic.
Both nitro and carboxylic acid groups act in the opposite direction and reduce the reactivity of the benzene ring towards electrophilic substitution. But the electron withdrawing strength of nitro group is higher than that of carboxylic acid group $ ( - N{O_2}) > ( - COOH) $ due to which nitrobenzene would be even less reactive than benzoic acid.
$ \Rightarrow $ Therefore the answer is No, the nitrobenzene ring is not more reactive than benzoic acid towards electrophilic substitution reaction.
Note:
In order to make benzene rings more electrophilic and electron rich in nature, groups like hydroxyl group, amine group, methyl substituent should be attached that add to the electron density through electronic effects like resonance and hyperconjugation.
Recently Updated Pages
Lysosomes are known as suicidal bags of cell why class 11 biology CBSE

Father s age is three times the sum of the ages of-class-11-maths-CBSE

Give a comparative account of the classes of kingdom class 11 biology CBSE

The ceiling of a long hall is 25m high What is the class 11 physics CBSE

Name the Largest and the Smallest Cell in the Human Body ?

Draw a welllabelled diagram of a plant cell class 11 biology CBSE

Trending doubts
Find the value of the expression given below sin 30circ class 11 maths CBSE

One Metric ton is equal to kg A 10000 B 1000 C 100 class 11 physics CBSE

Two of the body parts which do not appear in MRI are class 11 biology CBSE

10 examples of friction in our daily life

Proton was discovered by A Thomson B Rutherford C Chadwick class 11 chemistry CBSE

10 examples of diffusion in everyday life

