Real tricky Organic Chemistry questions

1. Are these molecules optically active?

2. What is the reagent to synthesize this compound using an intramolecular reaction?

3. Propose a mechanism for each of the following reactions.

AlCl3
CH3
Cl

CH3

Cl

HN

H2N

O
O

OH

NaOH

H+

AlCl3

HCl
H3C

OH
S

O
CH3

4. Outline steps on how you can carry out the transformation. You need to use a Grignard
reagent. Please Wikipedia on what is a Grignard reagent.
HO

CH3

5. Draw another resonance structure of this vinylic alkoxide ion:

-HO
CH3

6. Why does ethanedioic acid (H2C2O4) have two different pKa values? pK1 = 1.2; pK2 = 4.2
7. Predict the organic product of the following reaction.
O
OH

heat

O
OH

8. Draw 3 resonance structures of phenylamine.

H2N