Which of the following statements is not correct?

see full answer

Your Exam Success, Personally Taken Care Of

1:1 expert mentors customize learning to your strength and weaknesses – so you score higher in school , IIT JEE and NEET entrance exams.

An Intiative by Sri Chaitanya

$H_{2} C = {CHCH}_{2} COOH$ is more acidic than ${CH}_{3} {CH}_{2} COOH$ .

The acid ${({CH}_{3})}_{3} {CCH}_{2} C {({CH}_{3})}_{2} COOH$ is less acidic than ${CH}_{3} {({CH}_{2})}_{7} COOH$ .

Trans-4-t-butylcyclohexanecarboxylic acid is stronger than the cis-isomer

The $p K_{al}^{\circ}$ of a dicarboxylic acid is usually greater than the $p K_{a}^{\circ}$ of the comparable monoalkylcarboxylic acid.

answer is D.

(Unlock A.I Detailed Solution for FREE)

Best Courses for You

JEE

NEET

Foundation JEE

Foundation NEET

CBSE

Detailed Solution

(a) The ${sp}_{2}$ hybridised carbon of $- C = C -$ attracts the bonded electrons more than the ${sp}_{3}$ hybridised carbon does. Consequently. $- C = C -$ is an acid-strengthening electron-withdrawing group.

The $- {COO}^{-}$ of the branched acid is shielded from solvent molecules and cannot be stabilised as effectively as can an unhindered anion.

(d) The first ionization of a dicarboxylic acid is larger than that monoalkylcarboxylic acid because of the electron-withdrawing COOH group of dicarboxylic acid. Hence, $p K_{al}^{\circ}$ of dicarboxylic acid is smaller than $p K_{a}^{\circ}$ of monoalkylcarboxylic acid.

Watch 3-min video & get full concept clarity