Chemistry Reference
In-Depth Information
CH
O
+
H 2
N
CH 2
CH
NCH 2
+O
H 2
e.
See Table 9.1.
CH 3 CH 2 CH
O
+N
H 2
NH
CH 3 CH 2 CH
N
NH
+O
H 2
9.47
Chloral has three electronegative chlorine units attached to the α -carbon (Cl 3 C-) to
the aldehydes. The carbonyl carbon bears a partial positive charge so such
electronegative elements destabilizes the carbonyl and favors the equilibrium
towards significant formation of the hydrate product. For acetaldehyde, on the other
hand, the equilibrium constant is 1.
9.48
a.
See Sec. 9.12.
OH
O
1. LiAlH 4
2. H 2
CH 3
C
C
H +
,
CH 3
H
b.
See Sec. 9.12. Usually the aromatic ring will not be reduced, although under
certain reaction conditions even this is possible.
excess H 2
Ni
CH
CH
CH
O
CH 2 CH 2 CH 2 OH
c.
The carbonyl group is reduced, but the carbon-carbon double bond is not
reduced.
CH 3
CH 3
1.
2.
NaBH
4
H +
H 2 O,
OH
O
d.
The carbonyl group is oxidized, but the aromatic ring is not.
Jones'
CH 2 CH 2 CH
O
CH 2 CH 2 CO 2 H
reagent
e.
The carbonyl group is oxidized, while the carbon-carbon double bond is not.
Ag 2 O
CH 3 CH
CHCH
O
CH 3 CH
CHCO 2 H
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