When a pure sample of tert-butyl bromide is analyzed by gas chromatography, two components are usually observed. One of them is tert-butyl bromide and the other one is a decomposition product. As the temperature of the injector is increased, the amount of the decomposition product increases and the amount of tert-butyl bromide decreases.a. What is the structure of the decomposition product?b. Why does the amount of decomposition increase with increasing temperature?c. Why does tert-butyl bromide decompose much more easily than tert-butyl chloride?

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
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Chapter20: Nucleophilic Substitution Reactions: Competing Nucleophiles
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When a pure sample of tert-butyl bromide is analyzed by gas chromatography, two components are usually observed. One of them is tert-butyl bromide and the other one is a decomposition product. As the temperature of the injector is increased, the amount of the decomposition product increases and the amount of tert-butyl bromide decreases.
a. What is the structure of the decomposition product?
b. Why does the amount of decomposition increase with increasing temperature?
c. Why does tert-butyl bromide decompose much more easily than tert-butyl chloride?

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