Organic Chemistry I

Professor Carl C. Wamser

Chapter 4 Quiz

1. (2 points) Give complete IUPAC names for each of the following:

a)

cis-3-ethylcyclohexanol

b)

2-chloro-4-methyl-1,1-pentanediol


2. (5 points) For the following reactions, identify the bonds broken and made. Calculate ΔH for each reaction in kJ/mol.

a) (1 pt)

b) (2 pts)

c) (2 pts)


3. (3 points) Write a complete mechanism for the SN1 mechanism by which cyclohexanol is transformed into bromocyclohexane.
Show all steps and use electron-pushing arrows.