1. Which reagents are needed to carry out the following transformation efficient

Question

1. Which reagents are needed to carry out the following transformation efficiently?

A.  1) -OCH3 2) CH3OH, Deprotonation

B.  1) H2SO4, H2O 2) Deprotonation

C.  1) H2SO4, HOAc 2) KOH, H2O

D.  1) THF/BH3 2) H2O2, -OH

2. Which of the following product(s) is(are) formed when 1,2,4-trimethylcyclopentene is hydrogenated?

A.  III

B.  II and IV              

C.  II

D.  I and III

3. Circle the alkene below which has the smallest heat of hydrogenation.

4. Which of the following additions to alkenes occur(s) specifically in an anti fashion?

A) addition of Br2

rganic B) hydroboration-oxidation

C) addition of H2O in dilute acid

D) addition of H2

E) both A and B

5. Starting with 2-bromo-2-methylbutane, we want to design a reaction that primarily produces 2-methyl-1-butene. Which set of reagents do we use? Hint: Is this the Hoffman or Zaitsev product?

A)  HBr/Acetone

B)  H2/Pt/Heat

C)  -OCH2CH3/CH3CH2OH

D)  -OC(CH3)3/ (CH3)3COH

6. Show the complete mechanism for this reaction. Draw and name the final product.

7. Provide the proper IUPAC name for the diene shown below.

8.  Draw the major products formed in the following reaction. Do not name the products. No mechanisms.

9. In the following dehydrohalogenation reaction, circle the product(s) that is/are formed.

20. (6 pts.)10. ?Ho = -121 kJ/mol, match each value to the appropriate reaction.

?Ho =  ____________

?Ho =  ____________

?Ho =  ____________

Explanation / Answer

1)d

2)a

3)c

4)d

5)b

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