One equivalent of 1,3-butadiene reacts with the quinone below to produce a single product. Why is there only one product, when there are several possible dienophiles in the quinone? * CH3 One of the double bonds is more reactive because it has the methyl group, an electron donating substituent. One of the double bonds is more reactive because it does not have the methyl group, an electron donating substituent The methyl group is a good leaving group, which eventually bubbles out of the solution as methane gas. Therefore, the quinone transforms into a symmetrical quinone before it reacts with the diene. Two equivalents of the unsymmetrical quinone react together to form a symmetrical quinone containing methyl groups on all four carbons.

One equivalent of 1,3-butadiene reacts with the quinone below to produce a single product. Why is there only one product, when there are several possible dienophiles in the quinone? * CH3 One of the double bonds is more reactive because it has the methyl group, an electron donating substituent. One of the double bonds is more reactive because it does not have the methyl group, an electron donating substituent The methyl group is a good leaving group, which eventually bubbles out of the solution as methane gas. Therefore, the quinone transforms into a symmetrical quinone before it reacts with the diene. Two equivalents of the unsymmetrical quinone react together to form a symmetrical quinone containing methyl groups on all four carbons.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 41AP: Although the Dielsâ€“Alder reaction generally occurs between an electronrich diene and an...

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