1. Rank the following alcohols from most acidic to least acidic in 
ascending order (least acidic to most acidic):



A, B, C, 
C, B, A
B, C, A
A, C, B

2. For questions 2 and 3, consider the following transformation:

What reagents from the list below would best accomplish the 
above transformation?  

1. OsO4, pyridine  2. NaHSO3, H2O
1. Hg(OAc)2, H20   2.  NaBH4
1. RCO3H, CHCL2   2 H30+
1. BH3, THF   2.  H2O2, OH-

3. For the reaction in question 2, the alcohol product is classified as a:

Primary Alcohol
Secondary Alcohol
Tertiary Alcohol
Quaternary Alcohol

4. What is the product of the following reaction:

5. What is the major product of the following reaction:








None of the Above

6. Choose the best reagents to carry out the following reaction:



 D2, Pt
 1. Mg, Ether
      2. D20
D2SO4, D20, 
D3O+, Acetone, 

7. What is the major product of the following reaction:









No reaction

8. Disregarding elimination products, what is the major product 
of the following reaction:










None of the Above

9. What reagent would undergo the following reaction the 
quickest:

10.  The product of the following reaction immediately undergoes a
dimerization at room temp (Diels-Alder reaction).  To regain its normal 
monomer state, it must be heated.    What is the structure of the dimer?