Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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The synthesis is tert butyl chloride from tert butyl alcohol 

1. Using ethanol as a solvent in today's synthesis produces an ether as a side product. Predict this
product that results from tert-butyl alcohol reacting with ethanol to produce an ether and propose a
mechanism for its formation.
2. Treating ethers with hydrobromic acid (HBr) cleaves the ethers into two alkyl bromides. Using the
ether product you predicted in question 1, deduce the identity of both of the alkyl bromide products
produced when it is treated with HBr. Draw the two mechanisms for their formation.
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Transcribed Image Text:1. Using ethanol as a solvent in today's synthesis produces an ether as a side product. Predict this product that results from tert-butyl alcohol reacting with ethanol to produce an ether and propose a mechanism for its formation. 2. Treating ethers with hydrobromic acid (HBr) cleaves the ethers into two alkyl bromides. Using the ether product you predicted in question 1, deduce the identity of both of the alkyl bromide products produced when it is treated with HBr. Draw the two mechanisms for their formation.
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