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CH 3
21 CH 3 CH3
CH 3 20
CH 3
CH 3 CH3
CH 3 CH3 Cl
CH 3
NaCl Li/Cu
H3C CH3
H
+ CH3
+
H 3C CH 3
H 3C CH 3 CH3 OH
CH 3 OH Cl
CH 3 Cl
Br2 Br
1 H 3C CH 3
hν H3C CH3
3Cl2 Cl
CH4
2 hν Cl Cl
2Cl2 Cl
3H3C CH3
hν H3C Cl
Cl Cl
NaOH
4 H3C Cl acetona H3C OH
Cl
Li/Cu
+ H 3C
Br Cl
5 Cl Cl
Cl
H3C CH3
CH 3
Cl
Cl Cl
Li/Cu
6 +
H3C CH 3
H3C
Cl
H3C OH
CH 3 CH 3 OH
2Cl2 Cl
7 CH4 Cl
hν
2Cl2 Cl
H3C
8 H 3C CH 3
hν Cl
Cl NaOH Cl OH
9 Cl acetona
CH 3
Br Cl
+
Li/Cu Cl
10 CH3
H3C Cl
CH 3
H3C CH 3
Cl CH 3
CH 3
11 Cl
CH 3 + H3C
Cl
Cl Li/Cu
CH 3 CH 3
CH 3
CH 3
Cl Cl
Cl CH 3 CH3
Cl
Li/Cu
12
+
CH3
CH 3 Cl Cl
CH3 CH3
CH 3 CH 3
Li/Cu OH
13 Cl
OH
+Cl Cl Cl
OH
Cl Cl
CH3
Li/Cu Cl
+
CH3
OH
14 Cl
CH3 CH3
CH3
CH3 CH3
CH3
OH
OH
15 Cl
Cl
+ Cl
CH3
CH3
Li/Cu Cl
CH3 CH3
CH3
CH3
CH3 CH3
Li/Cu
OH OH
16
Cl CH3
CH3
+Cl Cl Cl
CH3
CH3
CH3
18 OH 19 CH3
NaCl
Cl
Cl Cl
17
Cl
Li/Cu Zn
CH3
+
OH
Cl CH3
+ Cl CH3
Cl
H CH3
acetona
CH3 Cl Cl CH3 CH3
CH3 CH3 CH3 CH3
CH3
CH3 CH3
Cl