Organic Chemistry I

Chem 334 - Fall 2012

Quiz 8

Professor Carl C. Wamser

1.   (6 points)  Write the structure of the expected major product for each reaction.  Show stereochemistry if it is specific.  Also indicate the expected mechanism.

a)

b)

c)


2.  (4 points)  Write a complete mechanism for the solvolysis of 2-bromo-2-methylpentane in methanol.  Show all steps and show electron-pushing arrows.  Show the pathways to both SN1 and E1 products.