Chemistry Reference
In-Depth Information
c.
9.18
CH
O
+
CH
N
+O
H
2
H
2
N
9.19
a.
b.
c.
d.
9.20
a.
Follow eq. 9.33:
O
OH
1. LiAlH
4
C
CH
3
C
CH
3
2.
H
2
O
H
b.
Follow eq. 9.33:
O
OH
1. LiAlH
4
CH
3
CH
2
CH
2
CH
2
C
H
CH
3
CH
2
CH
2
CH
2
C
H
2.
H
2
O
H
9.21
A metal hydride will reduce the C=O bond but not the aromatic ring.
O
HO
H
NaBH
CH
3
4
CH
3
HO
9.22
Follow eq. 9.39 as a guide, replacing R with H:
O + 2 Ag(NH
3
+
3 HO
-
HCO
-
H
2
C
)
+
+ 2 Ag
+
4
3
+
2
H
2
O
9.23
Remove an
α
-hydrogen and place it on the oxygen; make the carbon-oxygen bond
single, and make the bond between the
α
-carbon and what was the carbonyl carbon
double.