Chem 334 - Fall 1998 - Organic Chemistry I
Portland State University - Dr. Carl C. Wamser

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Chapter 9 Homework Answers

Brown & Foote, pages 359 - 364:
Problems 9.14 - 22, 26, 28 - 39, 41 - 44

1. Give complete names for each of the following:

a)

(3R,4Z)-4-propylhex-4-en-3-ol

b)

(1R,3S)-cyclohex-4-en-1,3-diol

2. Write a complete mechanism for the reaction of t-butyl alcohol with HBr.

( SN1 )

3. Write a complete mechanism for the reaction of HI with methanol.

( SN2 )

4. The reaction of dimethyl ether (CH3OCH3) with excess HI gives H2O and CH3I. Write a complete mechanism.

( SN2 )