PROBLEM 14.62 Even though naphthalene and anthra- cene are polynuclear aromatic compounds, they undergo the Diels-Alder reaction. For example, anthracene readily reacts with maleic anhydride. However, the reaction of naphthalene with maleic anhydride proceeds efficiently only under high pressure. + + O xylene 140 °C, 10 min 100 °C 9.6 kbar, 17 h ? ?

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 35AP: Identify the reagents a-c in the following scheme:
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PROBLEM 14.62 Even though naphthalene and anthra-
cene are polynuclear aromatic compounds, they undergo the
Diels-Alder reaction. For example, anthracene readily reacts
with maleic anhydride. However, the reaction of naphthalene
with maleic anhydride proceeds efficiently only under high
pressure.
+
+
O
xylene
140 °C, 10 min
100 °C
9.6 kbar, 17 h
?
Transcribed Image Text:PROBLEM 14.62 Even though naphthalene and anthra- cene are polynuclear aromatic compounds, they undergo the Diels-Alder reaction. For example, anthracene readily reacts with maleic anhydride. However, the reaction of naphthalene with maleic anhydride proceeds efficiently only under high pressure. + + O xylene 140 °C, 10 min 100 °C 9.6 kbar, 17 h ?
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