JEE Advanced 2017 · Paper 1 · Chemistry Q16

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ChemistrySingle correct+3 / -1Question 34 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

For the synthesis of benzoic acid, the only CORRECT combination is

(II) (i) (S)

(IV) (ii) (P)

(I) (iv) (Q)

(III) (iv) (R)

Answer and worked solution

Official answer: A

Acetophenone (II) with NaOH/ $\ce{Br2}$ (i) undergoes the haloform reaction (S):
$\ce{C6H5COCH3 + 3Br2 + 4NaOH -> C6H5COONa + CHBr3 + 3NaBr + 3H2O},$
and acidification gives benzoic acid.

(A)

Topics:Carboxylic acids Named reactions

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JEE Advanced 2017 · Paper 1, Chemistry question 16