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When butane reacts with Br2 in the presence of Cl2, both

Chapter 11, Problem 11.47

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QUESTION:

When butane reacts with Br2 in the presence of Cl2, both brominated and chlorinated products are obtained. Under such conditions, the usual selectivity of bromination is not observed. In other words, the ratio of 2-bromobutane to 1-bromobutane is very similar to the ratio of 2-chlorobutane to 1- chlorobutane. Can you offer an explanation as to why we do not observe the normal selectivity expected for bromination?

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QUESTION:

When butane reacts with Br2 in the presence of Cl2, both brominated and chlorinated products are obtained. Under such conditions, the usual selectivity of bromination is not observed. In other words, the ratio of 2-bromobutane to 1-bromobutane is very similar to the ratio of 2-chlorobutane to 1- chlorobutane. Can you offer an explanation as to why we do not observe the normal selectivity expected for bromination?

ANSWER:

Step 1 of 2

We're told that when butane is subjected to free-radical halogenation in the presence of both bromine and chlorine, that the normally selective nature of free-radical bromination no longer holds true. The question asks us to explain this phenomenon.

 

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