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Organic Chemistry

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter15: Benzene And Aromaticity

Section15.SE: Something Extra

Problem 45AP

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Question

Cyclopentadiene is unusually acidic for a
hydrocarbon. Which of the following
explains why that is?
The carbon atoms of
cyclopentadiene are all sp
hybridized.
A
В
Cyclopentadiene is aromatic.
Removal of a proton from
cyclopentadiene yields an
C
aromatic anion.
Removal of a hydrogen atom
from cyclopentadiene yields a
highly stable free radical.
D
Removal of a hydride ion from
cyclopentadiene produces an
E
aromatic cation.
H
H.
cyclopentadiene

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