ROADMAP PROBLEM : 22

Ph – OH
(Q) (R)
mild basic

NaNO2 + HCl

H2/Ni CH3 – Cl / AlCl3

(A) (B) (C)
N=O (N) NO2

H2SO4 Red P + HI
(M) + (L) (D) (E)

E E
CO2 + (K)
NaHCO3
(J)
HO COOH
HNO3
D–Glucose

y J
d e m
ca
CH3

Conc.

s A
Ph – C – NH – Ph
O
H2SO4 H2SO4
(F)
KMnO4
(O)
(I) + (H)
(Major)
k e r (Explosive)
NaOH / CaO /

a n An electrophile
(G) (P)

R CH3 – C – Cl
Pyridine
H2O / CCl4 / KOH O
(Q) (S) (T) (U)
(Major)

Br2 / H2O
(V)

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