Assignment 10. Chem 3045x Chapter 10 due Wednesday, November 22.
Chapter 10. Conjugation. Dienes and Allylic Systems. This chapter describes the chemistry of carbon-carbon double bonds that are directly attached to one another (termed "conjugated double bonds") and compares that chemistry to the situation for which the carbon-carbon double bonds are separated by one or more saturated carbon atoms. We'll see some new kinds of chemistry as we deal for the first time with a set a reactions that made or break more than one carbon-carbon bond at the same time (the famous Diels-Alder reaction and electrocyclic reactions). We'll see how a simple version of molecular orbital theory allows an understanding of these remarkable reactions.
Reading: Entire Chapter.
Problems: 10.1, 10.2, 10.5, 10.8, 10.10-10.14, 10.16, 10.19, 10.22-10.24, 10.26- 10.28, 10.30, 10.32-10.37
View:
Carey CD: Check out the electrostatic potential map for the molecules in the chapter.
Figure 10.1 (p. 368). Allyl cation.
Figure 10. 5 (p. 376). Conformations and delocalization of 1,3-butadiene.
Figure 10.8 (p. 387).
p and p* orbitals of ethylene.Figure 10.9 (p. 388).
p and p* orbitals of 1,3-butadiene.Figure 10. 10 (p. 389).
p and p* orbitals of interacting ethylenes and 1,3-butadiene.Figure 10.11 (p. 389).
p and p* orbitals of two interacting ethylenes.Poon: Diels Alder and conjugation modules.
Chem TV Organic Chemistry II:
#1 Conjugated Pi systems
#7 DielsAlder Reaction