Chemistry Reference
In-Depth Information
d.
CN
CO H
2
+
H O
3
heat
e.
CH
3
OH
Na
2
Cr
2
O
7
O
CH
3
O
CH
2
CH
2
OH
CH
3
O
CH
2
CO
2
H
H
+
f.
Mg
1. CO
2
Br
MgBr
CO H
2
+
ether
2. H O
, H
2
10.43
The nitrile route would involve an S
N
2 displacement of bromide by cyanide, a highly
unlikely step when the alkyl halide is tertiary. The Grignard route, on the other hand,
works well for all alkyl halides—primary, secondary, and tertiary.
10.44
a.
b.
O
H
C
OCH(CH
3
)
2
c.
d.
-
+
-
)
2
+2
Ca
CH
3
CH
2
CHCO
Na
(
CH
3
CO
2
2
Cl
e.
f.
O
O
g.
h.
i.
O
O
j.
CH
3
CH
2
C
O
C
CH
2
CH
3
k.
O
H
3
C
O
10.45
a.
ammonium
p
-bromobenzoate
b.
calcium butanoate
c.
phenyl 4-methylpentanoate
d.
methyl trifluoroacetate
e.
formamide
f.
butanoic anhydride
