Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter Term

Quiz 11

1.  (1 point)  Write the structure of m-chlorobenzylbromide.


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

(S)-2-bromo-1-(o-methylphenyl)ethanol


3.  (1 point)  Write the three resonance forms for naphthalene (C10H8).


4.  (2 points)  Complete each of the following reactions:
a)

b)


5.  (5 points)  The compound shown below undergoes SN1 substitution via a carbocation.  Write all the resonance forms for the cation intermediate.
Explain why the meta isomer does not react as quickly as the para isomer.

The resonance form in which the + charge is on the C with the CH3 group is especially stable.

The meta isomer would not have such a form.