T-butyl chloride to t-butanol mechanism

t-butyl chloride (Compound A) generates either tert-butanol (Compound B) or 2-methyl-1-propene (Compound C) in the presence of water as shown below:

Please see attachment for diagram.

(a) Product B is the result of what type of reaction? Circle one.

Sn1 Sn2 E1 E2

(b) Product C is the result of what type of reaction? Circle one.

Sn1 Sn2 E1 E2

(c) Which would be the expected major product of this reaction? Circle one.

Product B Product C

(d) Provide a good arrow-pushing mechanism for the formation of product B in this reaction, showing all intermediates clearly.

(e) Would the rate of the reaction increase by adding additional water? Explain why or why not in one brief sentence.

Attachments

Solution Summary

The mechanism of the conversion of t-butyl chloride to t-butyl alcohol is shown. Effect of water on the rate of the reaction is explained.