Home
Class 12
CHEMISTRY
Paragraph The acidic strength of satu...

Paragraph
The acidic strength of saturated aliphatic carboxylic acids depends mainly upon the inductive effect of the substitutent and its position w.rt, the -COOH group. Whereas electron donating substitutents tend to decrease, electron withdrawing substitutents tend to increase the acid strength. The acidic strength of aromatic carboxylic acids, on the other hand, depends upon both the inductive and the resonance effect of the substitutents.
Among the following, the strongest acid is

A

`CH_(3)COOH`

B

`C_(6)H_(5)COOH`

C

`m-CH_(3)OC_(6)H_(4)COOH`

D

`p-CH_(3)OC_(6)H_(4)COOH`

Text Solution

Verified by Experts

The correct Answer is:
C
Since in `C_(6)H_(5)COOH,- COOH` is attached to more electronegative `sp^(2)`-carbon of the `C_(6)H_(5)` ring while in `CH_(3)COOH`, it is attached to less electronegative `sp^(3)`-carbon of `CH_(3)` group, therefore, benzoic acid is a stronger acid than acetic acid. Since methoxy group acts as an electron-withdrawing group, at m-position but electron donating group at p-position, therefore, m-methoxybenzoic acid is even more acidic than benzoic acid.
Promotional Banner

Topper's Solved these Questions

  • CARBOXYLIC ACID & THEIR DERIVATIVES

    BRILLIANT PUBLICATION|Exercise LEVEL-III (Statement Type Questions)|6 Videos

  • BIOMOLECULES, POLYMERS AND CHEMISTRY IN EVERYDAY LIFE

    BRILLIANT PUBLICATION|Exercise LEVEL-II (ASSERTION-REASON TYPE QUESTIONS)|6 Videos

  • CARBOXYLIC ACIDS

    BRILLIANT PUBLICATION|Exercise LEVEL-II (Assertion -Reason)|4 Videos

Similar Questions

Explore conceptually related problems

Paragraph The acidic strength of saturated aliphatic carboxylic acids depends mainly upon the inductive effect of the substitutent and its position w.rt, the -COOH group. Whereas electron donating substitutents tend to decrease, electron withdrawing substitutents tend to increase the acid strength. The acidic strength of aromatic carboxylic acids, on the other hand, depends upon both the inductive and the resonance effect of the substitutents. Which of the following is obtained when 4-methylbenzenesulphonic acid is hydrolysed with excess of sodium acetate?

The correct order of acidic strength of carboxylic acids is

The increasing order of acid strength of the following carboxylic acids is

Which is the strongest carboxylic acid among the following ?

Why the aromatic carboxylic acids do not undergo Friedel-Crafts reaction?

All aliphatic amines are more basic than ammonia but due to delocalization of lone pair of electrons of the nitrogen atom on the benzene ring, aniline is a weaker base than ammonia. The basic strength of the substituted anilines, however, depends upon the nature of the substituent. Whereas electron-donating groups tend to increase, electron-withdrawing groups tend to decrease the basic strength. The base strengthening effect of the electron-donating groups and base weakening effect of the electron-withdrawing groups is, however ,more pronounced at p-than at m-position. However, due to ortho effect, o-substituted anilines are weaker bases than anilines regardless of the nature of substituent whether electron-donating or electron-withdrawing. Arrange the following amines in decreasing order of their basic strength

All aliphatic amines are more basic than ammonia but due to delocalization of lone pair of electrons of the nitrogen atom on the benzene ring, aniline is a weaker base than ammonia. The basic strength of the substituted anilines, however, depends upon the nature of the substituent. Whereas electron-donating groups tend to increase, electron-withdrawing groups tend to decrease the basic strength. The base strengthening effect of the electron-donating groups and base weakening effect of the electron-withdrawing groups is, however ,more pronounced at p-than at m-position. However, due to ortho effect, o-substituted anilines are weaker bases than anilines regardless of the nature of substituent whether electron-donating or electron-withdrawing. Among the following, the weakest base is