Arrange the following in the decreasing order of acidity of the hydrogen indicated in italic (i) CH₃ COCH₃… · ABC26OR0771

Subject: Organic Chemistry · Chapter: General Organic Chemistry · Topic: Acidity Basicity · Exam: JAM 2005-2022 · Marks: 2 · Difficulty: Hard

Arrange the following in the decreasing order of acidity of the hydrogen indicated in italic (i) $\mathrm{CH}_{3} \mathrm{COCH}_{3}$ (ii) $\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{COCH}_{3}$ (iii) $\mathrm{CH}_{3} \mathrm{OOCCH}_{2} \mathrm{COOCH}_{3}$ (iv) $\mathrm{CH}_{3} \mathrm{COCH}_{2} \mathrm{NO}_{2}$

(a)(ii) $>$ (iii) $>$ (i) $>$ (iv)

(b)(iv) $>$ (ii) $>$ (iii) $>$ (i)

(c)(iv) $>$ (iii) $>$ (ii) $>$ (i)

(d)(ii) $>$ (iv) $>$ (iii) $>$ (i)

Answer

Answer: B ✓ checked by 4AB · confidence high

Explanation

pKa: CH₃COCH₂NO₂ (~5) < acetylacetone (9) < dimethyl malonate (13) < acetone (19): (iv) > (ii) > (iii) > (i) (b).

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