Chemistry Reference
In-Depth Information
+
H
2
C
CH
CH
CH
3
H
2
C
CH
CH
CH
3
Cl
3-chloro-1-butene
Cl
-
+
CH
2
CH
CH
CH
3
CH
2
CH
CH
CH
3
Cl
1-chloro-2-butene
a.
7.48
CH
3
CH
3
H
3
C
C
CH
2
CH
3
HC l
+
H
3
C
C
CH
2
CH
3
+
2
O
OH
Cl
2 CH
3
(CH
2
)
3
CH
2
O
_
Na
+
b.
+
+
H
2
2 CH
3
(CH
2
)
3
CH
2
OH
2 Na
sodium pentoxide
c.
H
H
3
+ Br
3
3
+
H
3
PO
3
OH
Br
d.
CH
2
CH
2
OH
+
SOCl
2
CH
2
CH
2
Cl
+
SO
2
+
HCl
e.
CH
3
heat
_
H
2
O
+
HOSO
3
H
+
CH
3
CH
2
OH
(major)
(minor)
f.
HO
CH
2
CH
2
OH +
2 HONO
2
O
2
NO
CH
2
CH
2
ONO
2
+2 H
2
O
g.
ZnBr
2
CH
3
(CH
2
)
6
CH
2
OH
+
HBr
CH
3
(CH
2
)
6
CH
2
Br
+
H
2
O
h.
no reaction
CH
3
CH
2
CH
2
CH
2
CH
2
OH
+
NaOH
i.
CrO
3
H
+
CH
3
CH
2
CH
2
CH
2
CH
2
OH
CH
3
CH
2
CH
2
CH
2
CO
2
H
j.
PCC
CH
2
CH
2
OH
CH
2
CH
O
7.49
In problems of this type, working backward from the final product sometimes helps.
Ask yourself: Which reactions that I have studied give this type of product? If there is
more than one, see which one requires a precursor which is easily obtained from the
compound given as the starting point for the synthesis.
a.
H
H
O
H
2
H
+
CrO
3
H
+
O
