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276 Chapter 8
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38.
Cl
Cl
+
kinetic product
thermodynamic product
The first compound is the kinetic product because it is the 1,2-product.
The first compound is the thermodynamic product because it is more stable since the double bond is conju-
gated with the benzene ring.
39.
a.
O
H
3
C
H
3
C
O
O
C
N
H
3
C CH
3
CH
3
H
3
C O
O
c.
b.
d.
CH
3
C
O
CH
3
C
O
40.
First draw the resonance contributors to determine where the charges are on the reactants. The major prod-
uct is obtained by joining the negatively charged carbon of the diene with the positively charged carbon of
the dienophile.
CH
3
O
CH
3
O
CH
3
O
CH
O
diene
dienophile
CH
O
−
+
+
−
CH
O
Because the reaction creates an
asymmetric center, the product
will be a racemic mixture.