ROADMAP PROBLEM _ 6

O
O

Dil. KMnO4 O (i) LiAlH4 Cu, 573 K NaOH H2,Pd

CH2 = CH2 A B C D E F
Dry HCl (ii) H , H2O
+

(i) Cl2, –OH

+
(ii) H , H2O
O O
E E
Dry HCl
HCHO
K
Excess HCHO
–
OH
J
DIBAL–H
H2O
y
I J P2O5
H
NH3
G + CHCl3

H+, ring expansion

d e m
A
L
(i) [Ag(NH3)2] , OH
2+ ca
–

M
NaOH, CaO
N
Al2O3 ,
Cr2O3
O
Cl
P

e r s (ii) H3O
+
350°C AlCl3
(i) O2, h

k
+
(ii) H

V a n NH3
U
(i) KMnO4, –OH
T
N2H4
S
Zn, dust
R
(i) NaOH,CHCl3
O

R NaOH, Br2
(ii) H3O
+ –
OH (ii) H+, H2O
Q+

–Naphthol
NaNO2 (mild basic medium)
W HCl, 0°C
X Y

KOH, CHCl3
Z

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