Chem 334 - Summer 1998 - Organic Chemistry I Dr. Carl C. Wamser

Pre-Quiz 7 (Chapter 7.1 - 7.9)

1. (2 pts) Write the two steps of a typical SN1 mechanism, using t-butyl bromide plus a generic nucleophile Nu:- . Identify the slower of the two steps (the rate-determining step).

2. (1 pt) Write a balanced equation for the hydrolysis of tert-butyl bromide.

C4H9Br + H2O ----> C4H9OH + HBr

3. (1 pt) Explain why a tertiary carbocation is more stable than a secondary or primary carbocation.

hyperconjugation - electron donation from neighboring C-H bonds

4. (1 pt) Write the structure of the product of elimination from tert-butyl bromide.