Exam III: Chemistry 2211

EXAM III
CHEM 2211
November 3, 2010

NAME: ____________________________________________
Please be certain to answer all questions. Partial credit cannot be given the questions left blank.
1. Give the IUPAC name for the following compound. A) (Z)-2,3,6-trimethyl-2-heptene
B) (Z)-2,3,6-trimethyl-3-heptene
C) (E)-2,3,6-trimethyl-3-heptene
D) (E)-2,3,6-trimethyl-2-heptene
E) (E)-2,4,6-trimethyl-3-heptene

2. Which of the following statements is (are) true about compound A?

A) A is a trans alkene.
B) A is an E alkene.
C) A is a cis alkene.
D) Both (A is a trans alkene) and (A is an E alkene) are true.
E) Both (A is an E alkene) and (A is a cis alkene) are true.

3. Rank the following compounds from least to most stable.

4. Rank the following compounds from least to most stable.

5. Predict the major product of the following reaction.

6. Predict the major product of the following reaction.

7. Predict the major product(s) of the following reaction.

8. Predict the major product(s) of the following reaction.

9. When alkyl halides react, rearrangements are likely to occur in which of the following type(s) of reaction(s)?
A) SN1
B) SN2
C) E1
D) Both SN2 and E2
E) Both SN1 and E1

10. Which of the following compounds would react fastest in an E1 elimination reaction?

11. Which of the following compounds is a tertiary alcohol?

12. Which of the following statements is (are) true about an SN2 reaction?
A) The reaction is fastest with 1° halides.
B) The reaction follows second-order kinetics.
C) Changing the identity of the leaving group changes the rate of the reaction.
D) Statements (The reaction is fastest with 1° halides) and (The reaction follows second order kinetics) are true.
E) Statements (The reaction is fastest with 1° halides), (The reaction follows second order kinetics), and (Changing the identity of the leaving group changes the rate of the reaction) are