ROAD MAP (4) PROBLEM

O Anhy.AlCl3 (i) O2 / hn
+ (CH3)2CH–Cl (A) (B) + (C)
(ii) H3O+
(i) O AlCl3

O Zn/D (i) SnCl2 + HCl NaOI

(M) (L) (K) (D) + (E)
(ii) H3PO4 (ii) HNO2 dil.HNO3
(iii) EtOH
(R) + (S) +
(i) H3O
Zn–Hg/Conc.HCl
(i) SnCl2 + HCl Ag / D (ii) AgOH + Br2
(F)
(N) (ii) HNO 2
(U) (T)
(iii) H 2O / D
SeO2 / D
Ag2O Dry Ag2O
Conc. H2SO4
(O) (Q) + (V) (W)
high temperature CH3CHO / H
(Major) (i) NaNH2 (ii) T
(G) [C8H10O3] (excess) (excess)
Conc. H2SO4
at room temperature MnO 2 (X)
(P) (H)
D2/Pd–CaCO3
(Major)
(i) (I) mole MeMgBr
OH (ii) H2O (Y)
HO
+ (J) Hydrocarbon N2H4 + H2O2
(Z)

OH

NOTE : (I) (B) is an aromatic compound

(II) (D) is more steam volatile than (E)
(III) In conversion from (H) to (J) we take 1 equivalent of (H) for complete reaction.