ROADMAP PROBLEM : 3

H2C = CH2
KCN H3O+
(i) Hg(OAc)2 / H2O C Y D E
(ii) NaBH4 PCl5
Br2 / h
P B F
PCC
Na / DE
Alc. KOH /

E E
Q
OH /
A G
NaNH2 (excess)

y
H J
CH3Br (excess)
I
H2 /PdCaCO3
R
H2 / Pt
Z
PCl3

d e m Quinoline

S
KMnO4 / H +

A
NaBH4 ca J
Cold. Alk.
T
NaOH + CaO
e r s
[X] + YMW = 44
N
EtOH
M
K2Cr2O7
L
HIO4
K
KMnO4

n k (i) O3
(ii) H2O / Zn
H
+
H
+

Cl2
U h V
major R a
Alc. KOH
W O
NaOEt /

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