Cycloalkane has no reaction with bromine

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Discussion Overview

The discussion revolves around the reactivity of cycloalkanes with bromine, particularly in the presence of CHCl3. Participants explore whether cycloalkanes can undergo substitution reactions with bromine and the conditions required for such reactions.

Discussion Character

  • Homework-related, Debate/contested, Exploratory

Main Points Raised

  • One participant states that cycloalkanes have single bonds and suggests that bromine does not react with alkanes.
  • Another participant argues that cycloalkanes can react with bromine through a free radical mechanism, although this process is more complex than reactions involving double bonds and requires a high energy photon for initiation.
  • A later reply questions whether smaller unstable cycloalkanes might react differently.
  • Another participant asserts that all alkanes can react via this mechanism, but notes that the reaction with bromine is significantly slower compared to that with chlorine.

Areas of Agreement / Disagreement

Participants express differing views on the reactivity of cycloalkanes with bromine, with no consensus reached on the conditions or likelihood of such reactions occurring.

Contextual Notes

There are assumptions regarding the conditions necessary for the reactions, such as the requirement for high energy photons, which remain unresolved. The discussion also highlights the varying reactivity of different types of cycloalkanes.

desmond iking
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Homework Statement


according to my book, cycloalkane has no reaction with bromine when it is put into bromine in present of CHCCL3 ... why? as i know , the cycloalkane can undergo susbtituition with bromine . am i right?



Homework Equations





The Attempt at a Solution

 
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Cycloalkanes have single bonds between carbon atoms. Bromine does not react with alkanes.
 
Actually it does, through the free radical mechanism. But it is not as easy as the double bond reaction, as it requires initialization through a high energy photon.
 
Borek said:
Actually it does, through the free radical mechanism. But it is not as easy as the double bond reaction, as it requires initialization through a high energy photon.

Hmm...I think its possible with the smaller unstable cycloalkanes, right?
 
All alkanes are capable of reacting this way. The reaction is much, much slower than the reaction with chlorine.
 

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