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In the presence of a small amount of bromine, cyclohexene
Chapter 5, Problem 25P(choose chapter or problem)
QUESTION:
In the presence of a small amount of bromine, cyclohexene undergoes the following light- promoted reaction:
Propose a mechanism for this reaction.Draw the structure of the rate-limiting transition state.Use the Hammond postulate to predict which intermediate most closely resembles this transition state.Explain why cyclohexene reacts with bromine much faster than cyclohexane, which must be heated to react.
Equation Transcription:
Text Transcription:
Br_2
hv
Br
HBr
Questions & Answers
QUESTION:
In the presence of a small amount of bromine, cyclohexene undergoes the following light- promoted reaction:
Propose a mechanism for this reaction.Draw the structure of the rate-limiting transition state.Use the Hammond postulate to predict which intermediate most closely resembles this transition state.Explain why cyclohexene reacts with bromine much faster than cyclohexane, which must be heated to react.
Equation Transcription:
Text Transcription:
Br_2
hv
Br
HBr
ANSWER:
Solution 25P
Step 1
When cyclohexene is reacted with small amounts of bromine in the presence of light, it undergoes the free-radical substitution of bromine on the cyclohexene ring resulting in the formation of 3-Bromocyclohexene.
The reaction is as follows:
