reactions (i.e., give the structure for comp es. A H₂ Ni B the pair of compounds used for the Diels-A ined when (3E,5Z)-2,2,3,6,7-pentamethyloc bel the products as the kinetic or thermodyn es to show the correct stereochemistry in the
reactions (i.e., give the structure for comp es. A H₂ Ni B the pair of compounds used for the Diels-A ined when (3E,5Z)-2,2,3,6,7-pentamethyloc bel the products as the kinetic or thermodyn es to show the correct stereochemistry in the
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.8: Oxidation Of Aromatic Compounds
Problem 20P
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Transcribed Image Text:(a)
Complete the following sequence of reactions (i.e., give the structure for compounds A and B),
giving structural details of all key intermediates.
heat
&
A
COOCH3
H₁₂
Ni
(b)
Provide the bond line structures for the pair of compounds used for the Diels-Alder synthesis of
the compound shown below.
O
B
COOCH3
(c)
Draw the two major products obtained when (3E,5Z)-2,2,3,6,7-pentamethylocta-3,5-diene reacts
with HBr at low and high temperatures. Label the products as the kinetic or thermodynamic product
AND, if applicable, use dashes and wedges to show the correct stereochemistry in the obtained
products.
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