JEE Advanced 2017 · Paper 1 · Chemistry Q17

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ChemistrySingle correct+3 / -1Question 35 of 54

Passage

Answer Q.34, Q.35 and Q.36 by appropriately matching the information given in the three columns of the following table.

Columns 1, 2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively.

Column 1	Column 2	Column 3
(I) Toluene	(i) NaOH/ $\ce{Br2}$	(P) Condensation
(II) Acetophenone	(ii) $\ce{Br2}$ / $h\nu$	(Q) Carboxylation
(III) Benzaldehyde	(iii) $\ce{(CH3CO)2O}$ / $\ce{CH3COOK}$	(R) Substitution
(IV) Phenol	(iv) NaOH/ $\ce{CO2}$	(S) Haloform

The only CORRECT combination that gives two different carboxylic acids is

(II) (iv) (R)

(IV) (iii) (Q)

(III) (iii) (P)

(I) (i) (S)

Answer and worked solution

Official answer: C

Benzaldehyde (III) with acetic anhydride and potassium acetate (iii) undergoes the Perkin condensation (P). It gives cinnamic acid together with acetic acid (from the anhydride): two different carboxylic acids.

(C)

Topics:Aldol and related condensations Carboxylic acids

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JEE Advanced 2017 · Paper 1, Chemistry question 17