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Chapter 7 251
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38.
a.
H
2
>
Lindlar catalyst
b.
Na, NH
3
(liq),
-
78
°
C
c.
excess
H
2
,
Pd/C
39.
a.
CH
2
CCH
3
Br
b.
Br
CH
3
CCH
3
Br
c.
H
C C
CH
3
H
Br
d.
BrCHCCH
3
Br Br
Br
e.
O
CH
3
CCH
3
f.
CH
3
CH
2
CH
O
g.
CH
3
CH
2
CH
3
h.
CH
3
CH CH
2
i.
−
CH
3
C C
j.
CH
3
C CCH
2
CH
2
CH
3
40.
a.
CH
3
CH CCH
3
Br
b.
CH
3
CH
2
CCH
3
Br
Br
c.
C C
CH
3
CH
3
Br
Br
d.
CH
3
C CCH
3
Br
Br
Br
Br
e.
CH
3
CCH
2
CH
3
O
f.
CH
3
CCH
2
CH
3
O
g.
CH
3
CH
2
CH
2
CH
3
h.
H
C C
CH
3
CH
3
H
i.
no reaction
j.
no reaction
41.
a.
1-octen-6-yne
b.
cis
-3-hexen-1-ol or
1
Z
2
-3-hexene-1-ol
c.
1,5-octadiyne
d.
5-chloro-1,3-cyclohexadiene
e.
1-methyl-1,3,5-cycloheptatriene
42.
The molecular formula of the hydrocarbon is C
32
H
56
.
With one triple bond, two double bonds, and one ring, the degree of unsaturation is 5.
Therefore, the compound is missing 10 hydrogens from C
n
H
2
n
+
2
=
C
32
H
66
.