Chemistry 331 - Fall 1996

Homework, Chapter 3 - Alkenes. Organic Reactions


McMurry, pp 97 - 102:

Problems 3.22, 23, 26, 27, 28, 29, 30, 32, 34, 35, 38, 39, 42, 48 - 55


1. Write IUPAC names, including designation of stereochemistry where needed, for each of the following compounds:




2. Imagine three different mechanisms for accomplishing the general substitution reaction shown below. The mechanisms are described as:

R-X + Y:- ----> R-Y + X:-

a) all in one step

b) two steps: first loss of a leaving group, then attachment of a nucleophile

c) two steps: first bonding of the nucleophile, then loss of the leaving group

Write stepwise mechanisms for each case and plausible potential energy diagrams.