Organic Chemistry I Chem 334 - Fall 2009

Quiz 4

Professor Carl C. Wamser

1. (2 points) Give a complete name for the compound below.

4-cyclohexyl-3-methyl-2-pentanol

2. (3 points) Write a complete mechanism for the SN1 reaction of cyclobutanol with HI. Include electron-pushing arrows

3. (1 point) Indicate which would be the MOST and which would be the LEAST reactive towards a bromine atom:

4. (4 points) Calculate delta H for each of the following reactions, specifically citing the appropriate bond dissociation energies you would select from the table (use kcal/mol).

a)

b)