After completion of the reactions (I and II), the organic compound(s) in the reaction mixtures is(are)
Reaction I:
Reaction II:PQRSTU
(A)Reaction I : P and Reaction II : P
(B)Reaction I : U, acetone and Reaction II : Q, acetone
(C)Reaction I : T,U, acetone and Reaction II : P✓ Correct
(D)Reaction I : R, acetone and Reaction II : S, acetone
Answer: (C)
Solution
Reaction I involves CH3COCH2Br with NaOH. The base abstracts the acidic α-hydrogen, and the enolate can undergo elimination to form acetone, or react further. The products are sodium acetate (T), CHBr3 (U), and acetone.
Reaction II involves CH3COCH2Br with CH3COONa. This leads to nucleophilic substitution forming CH3COCH2OCOCH3 (P).
JEE Advanced · 2013 · 02 Jun 2013 · Paper 2 · One or more correct options