Organic Chemistry Carey 9th Edition Test Bank

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Organic Chemistry Carey 9th Edition Test Bank
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Organic Chemistry Carey 9th Edition Test Bank
Organic Chemistry Carey Giuliano 9th Edition Test Bank

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Name: Organic Chemistry
Author: Carey Giuliano
Edition: 9th
ISBN-10: 0073402745
Type: Test Bank

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Organic Chemistry Test Bank
Organic Chemistry 9th Test Bank

This is a sample chapter




Organic Chemistry Carey 9th Edition Test Bank

Organic Chemistry Carey 9th Edition Test Bank
ch05

Student:


l. Carbon-carbon double bonds do not freely rotate like carbon-carbon single bonds. Why?
A. The double bond is much stronger and thus more difficult to rotate.
B. Overlap of the two 2p orbitals of the bond would be lost.
C. The shorter bond length of the double bond makes it more difficult for the attached groups to pass each
other.
D. Overlap of the sp2 orbitals of the carbon-carbon bond would be lost.

2. What is the IUPAC name of the following compound?

A. 2-methyl-3-propyl-2-pentene
B. 3-ethyl-2-methyl-2-hexene
C. 4-ethyl-5-methyl-4-hexene
D. 4-methyl-3-propyl-3-pentene

3. Which of the following alkenes exhibit E-Z isomerism?

A. I and II B.
I and III C.
II and IV
D. I, II, and III

4. Which of the following C6Hl2 isomers has the highest heat of combustion?
A. l-hexene
B. trans-3-hexene
C. cis-3-hexene
D. 2-methyl-2-pentene

5. Identify the major organic product expected from the acid-catalyzed dehydration of 2-methyl-2-
pentanol.
A. 2-methyl-l-pentene
B. 2-methyl-2-pentene
C. 3-methyl-l-pentene
D. cis-3-methyl-2-pentene
Organic Chemistry Carey 9th Edition Test Bank



6.
What is the slow, rate-determining step, in the acid-catalyzed dehydration of 2-methyl-2-propanol?

A. Protonation of the alcohol to form an oxonium ion.
B. Loss of water from the oxonium ion to form a carbocation.
C. Loss of a -hydrogen from the carbocation to form an alkene.
D. The simultaneous loss of a -hydrogen and water from the oxonium ion.

7. Which of the following carbocations is(are) likely to undergo a rearrangement?

A. only I
B. I and III
C. II and III
D. I, II, and III

8. Predict the major product of the following reaction.


A. A
B. B
C. C
D. D
Organic Chemistry Carey 9th Edition Test Bank


9. In the dehydrohalogenation of 2-bromobutane, which conformation below leads directly to the formation
of cis-2-butene?

A. only I
B. only II
C. only III
D. I and II

10. Which of the following cannot undergo an E2 reaction?

A. only I
B. only II
C. only III
D. I and III
Organic Chemistry Carey 9th Edition Test Bank

11. Which of the following would have the fastest rate of reaction to form 4-tert-butylcyclohexene?


A. A
B. B
C. C
D. D

12. What is the first step in the mechanism of the dehydration reaction of a tertiary alcohol with sulfuric acid
to form an alkene?
A. the loss of OH- to form a carbocation
B. the protonation of the hydroxyl group
C. the loss of the proton from the hydroxyl group to give an alkoxide ion
D. the removal of a -hydrogen from the alcohol
Organic Chemistry Carey 9th Edition Test Bank


13. Which of the following does not give 1, 2-dimethylcyclohexene as one of the acid-catalyzed dehydration
products?

A. A
B. B
C. C
D. D

14. Which of the following compounds gives a single E2 product on reaction with sodium ethoxide,
NaOCH2CH3?

A. I and II B.
I and III C.
II and III
D. I, II, and III
Organic Chemistry Carey 9th Edition Test Bank


15. Which of the following stereoisomers gives the exclusive E2 product shown?


A. A
B. B
C. C
D. D
Organic Chemistry Carey 9th Edition Test Bank


16. What is the major product of the reaction sequence shown below?

A. 2-methyl-1-butene
B. 2-methyl-2-butene
C. 3-methyl-1-butene
D. 2-methylbutane

17. Which of the alkenes below has the Z-configuration?

A. A
B. B
C. C
D. D
Organic Chemistry Carey 9th Edition Test Bank


18. If you wanted to make compound III, starting with compound I or II, what would you do?

A. React I with H2S04.
B. React II with Na0Et.
C. Either of the reactions in A or B above would work.
D. Neither of the reactions in A or B above would work.
Organic Chemistry Carey 9th Edition Test Bank