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Y
A O R G A NIC C H E MIS T R Y
SYNOPSIS
•
•
IF
Br Br Br
Br
Br
Cl
OH
Br
OH
Br
Br z
y
x , , , w
OHC Br
Br
(σ - π)
X Y Z
HO
CO 2CH 3
N N
N
N CH CH2
OH
N
O
Mr
σ π C2 H 2
2σ 3π
C4 H 9O 2 N
Br
Cl
Br
Cl
Br
Cl
Cl
Br
Br
Cl
Br
Cl
Br
Cl
Br
Cl
Cl
Br
Me
O 2N
OH
OH
OH
OH
OH
Cl
OH
Cl
HO
Cl
HO Cl
•
•
•
•
Br Br Br CH3 CH3
CH3 CH3 Br Br
NO 2
Cl
CH3
Br
CH3
Cl
O 2N NO 2
CONH2
Br H2C CH3
H3C CH2 CH CH CCH2CH3
Br
Br
C4 H 9Cl
[M] [P]
[N] [O]
HO NH2
CHO
Br Br
Br Br
H3C H3C H3C H3C
OH
CN
Br
C4 H10O
H3C Cl
CH3
Cl Br
CH3 Br
CH3
Br Cl
Cl
CH3 CH3
Cl Cl
(IV) (V)
H
Cl
Cl C C Cl
Cl
Cl
HOOCCOOC2 H 5
CN
COOH
OH
COOH COOH
Cl Br Cl
Br
Cl
COOH Br Cl
Br COOH
OH
Cl Br
COOH
HO CN
H3C OH H3C OH
H3C OH H3C OH
H3C H3C
CH3 CH3
H3C
H3C CH3 CH3
CH3
CH3 CH3
H3C CH3
CH3 H3C CH3
H3C H3C
, CH2
H3C
[M] [N]
? ?
H3C
(2) (1) CH3
CH3
M 1 M2 M 1 N 1
N2 N 1 M2 N2
NH2
CH3
C2H5
Cl
O 2N NO2
NO 2
Cl
CH3
OMe
Cl
CH3
CH3
CH3
CH3
CH3
= 1, 2 - dimethyl cyclohexene
H3C CH3
H3C CH3
OH
OH
CH 2OH OCH 3
OH
CH3
A