In attempting to make 2–bromo–2–methyl–propane from 2–methyl-propene, as shown below, you used a dilute aqueous solution of hydrobromic acid. Upon analysis of the isolated product, you realize there is a major unwanted by-product. Br a) Based on the reaction conditions used, predict the major by-product and show a mechanism for its formation. b) What should be changed in the reaction conditions described in order to completely avoid the formation of the unwanted by-product?

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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In attempting to make 2-bromo-2-methyl-propane from 2-methyl-propene, as shown below, you used
a dilute aqueous solution of hydrobromic acid. Upon analysis of the isolated product, you realize there
is a major unwanted by-product.
Br
a) Based on the reaction conditions used, predict the major by-product and show a mechanism for its
formation.
b) What should be changed in the reaction conditions described in order to completely avoid the
formation of the unwanted by-product?
Transcribed Image Text:In attempting to make 2-bromo-2-methyl-propane from 2-methyl-propene, as shown below, you used a dilute aqueous solution of hydrobromic acid. Upon analysis of the isolated product, you realize there is a major unwanted by-product. Br a) Based on the reaction conditions used, predict the major by-product and show a mechanism for its formation. b) What should be changed in the reaction conditions described in order to completely avoid the formation of the unwanted by-product?
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