Homework Set 2

Due Friday, October 17 in class. 

A. Problems from Carey & Sundberg.

2.6, 2.8, 2.9, 2.25

B. Additional problems.

B1.  Draw correct conformational representations of the β-pyranose form of the following:

C_S_2.5.png

B2.  Predict the most stable conformation of each molecule and explain the basis for your prediction.

C_S_2.8.png

B3.  Each molecule shown below may exist in several stereoisomers or conformers.  Predict the most stable conformer of the most stable stereoisomer.

 C_S_2.11.png


B.4.  Based-induced elimination from trimethylaminocyclooctane produces a 60:40 mixture of E and Z cyclooctene.  Use Newman projections to illustrate which product arises from the normal anti elimination, and which comes from syn elimination.


 

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Last updated: 9/18/2008