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Home Q & A Board Science-Related Homework Help Chemistry Organic Chemistry
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dcooper78 dcooper78
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2 years ago
Why does benzene undergo a substitution reaction with bromine, whereas cyclohexene undergoes an addition reaction with bromine?

▸ Cyclohexene has delocalized π electrons that make it too stable to undergo an additional reaction.

▸ Benzene has localized π electrons and this forms a structure that is stable and very unreactive, preventing an addition reaction from occurring.

▸ Benzene has delocalized π electrons not present in cyclohexene and adding bromine would result in a less stable, nonaromatic product.

▸ Cyclohexene has a mix of localized and delocalized π electrons, so substitution would disrupt this pattern and make the ring less stable.

▸ Benzene is highly unstable due to its lack of localized π electrons and this makes an addition reaction impossible.
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Organic Chemistry

Organic Chemistry


Edition: 4th
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melswhi1melswhi1
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dcooper78 Author
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2 years ago
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