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Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter15: Radical Reactions
Section: Chapter Questions
Problem 12E
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a) You realize that the easiest way to alkylate a benzene ring is
to use a Friedel-Crafts alkylation reaction. When you attempt
this reaction, however, you end up getting an isomer, called
isobutylbenzene. Explain, by writing the complete mechanism,
why you obtained isobutylbenzene by a Friedel-Crafts
alkylation reaction.
b) Actually, when you attempted the above reaction, you
obtained a lot of a product called 1,2,4-triisobutylbenzene. Can
you explain why this product was formed, based on your
understanding of benzene chemistry?
c) Finally, what is the preferred synthesis for 1-butylbenzene
from benzene? Show the steps below.
Transcribed Image Text:a) You realize that the easiest way to alkylate a benzene ring is to use a Friedel-Crafts alkylation reaction. When you attempt this reaction, however, you end up getting an isomer, called isobutylbenzene. Explain, by writing the complete mechanism, why you obtained isobutylbenzene by a Friedel-Crafts alkylation reaction. b) Actually, when you attempted the above reaction, you obtained a lot of a product called 1,2,4-triisobutylbenzene. Can you explain why this product was formed, based on your understanding of benzene chemistry? c) Finally, what is the preferred synthesis for 1-butylbenzene from benzene? Show the steps below.
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