Bruice - Chimica Organica

572 / 912

564 Chapter 17
Copyright © 2017 Pearson Education, Inc.
21.
b.
a.
CH 3 CH3
H CH 3CH2 CH2
H
d.
CH3 CH2 CH 2CH 3
c.
C
O
C
O
C
O
C
O
b.
a.
CH 3 CH3
H CH 3CH 2 CH2
H
d.
CH 3CH2 CH2CH 3
c.
C
O
C
O
C
O
C
O
b.
a.
CH3 CH 3
H CH3 CH2 CH2
H
d.
CH 3CH 2 CH 2CH 3
c.
C
O
C
O
C
O
C
O
b.
a.
CH3 CH 3
H CH3CH2CH 2
H
d.
CH3 CH2 CH2CH 3
c.
C
O
C
O
C
O
C
O
22.
O
OH
O
aldol addition aldol condensation
+ 2O
A bond has formed between the -carbon of one
molecule and the carbonyl carbon of another.
H2SO4
23. Solved in the text.
24.
CH3 CH3 CH2 CH3
CH3CH2 Br
CH 3CH 2CH2 CH3
−
C
O
C
O
C
O
LDA/THF
25. a.
O O O OH
2. H2 O
O
1. H
add slowly −
LDA
THF
b.
H H
HO−
+
HO
add slowly
1.
2. H2O
O
O
O
c.
O
LDA
THF
O
H
O
H H
O OH
H −
H3 O+
or
HO −
2. H 2O
1.
O
H
add slowly
d.
C
H
O
+
O
+ H2O HO− add slowly
O
1.
2. H2 O