Organic Chemistry I

Chem 334 - Fall 2009

Homework 9

Professor Carl C. Wamser

Carey, end-of-chapter problems
ARIS problems


1. Give complete names for each of the following:

a)

b)

2. Write a complete mechanism for the addition of two equivalents of HBr to propyne. Show all intermediates, and explain whether or not Markovnikov's Rule applies to each addition.

3. Write a synthetic sequence that shows how to make cis-5-methyl-2-hexene. Allowable starting materials are acetylene and any alkyl halide or alcohol that has four carbons or fewer. You may also use any necessary solvents or inorganic reagents.