Content text 1.Carbonyl Compounds (C.M.).pdf
CHEMISTRY Q.1 If the following compound 'X' is treated with the reagent in the given Column -I, then match these with the correct products in Column -II. X = Ph-C-CH2-CH2-Cl || O Column-I Column-II (A) CH3MgBr (1 eq.) (followed by hydrolysis) (P) Ph-CH-CH2-CH3 | OH (B) (CH3)2–CuLi (1 eq.) (Q) Ph-CH2-CH2-CH2-Cl (C) LiAlH4 (2 eq.) (followed by hydrolysis) (R) Ph-C-CH2-CH2-Cl | CH3 | OH (D) ZnHg/HCl/ (S) Ph-C-CH2-CH2-CH3 || O [A → R, B → S, C → P, D → Q] Q.2 Column - I Column - II (A) Hoffmann degradation (P) Aldehyde & 1o amine (B) Curtius rearrangement (Q) Iso cyanate (C) Lossen rearrangement (R) Br2 + NaOH (D) Hemiaminal (S) R–CN3 O [A → Q,R, B → Q,S, C → Q, D → P] Sol. A → Q, R; Isocynate, formed as reactive intermediate R–C–NH2 O ⎯⎯⎯⎯⎯→ Br2 / NaOH R–NH2 B → Q, S Curtius rearrangement reaction:- R–C–Cl O ⎯⎯⎯3→ NaN R–C–N3 O ⎯⎯ ⎯→ H–OH R–N=C=O ⎯⎯⎯→ HOH RNH2 Isocynate C → Q; Lossen rearrangement reaction :- R–C–OH O H N–OH SOCl 2 ⎯⎯ ⎯2→ R–N = C=O D → P; R–C=O+H2N–R' H ⎯→ R–CH=N–R' Hemiaminal.