Chapter 9 Practice Test
Assessment
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Kaitlyn Rayle
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Chemistry
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University
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44 plays
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Hard
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100 questions
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1.
Multiple Choice
When preparing terminal alkynes by an elimination reaction, sodium amide (NaNH2) dissolved in liquid ammonia (NH3) is used most frequently. Which of the following statements offers the best explanation for the above statement?
Sodium amide deprotonates the terminal alkyne, driving formation of the alkynide ion
Only sodium amide is a strong enough base to deprotonate a carbon.
The above statement is false; terminal alkynes are not produced under the given conditions.
Terminal alkynes are more stable than the internal alkynes, and are always the favored product.
Steric hindrance favors preparation of the less substituted terminal alkyne.
2.
Multiple Choice
Consider the list of alkyne addition reactions below, and select all those that involve an enol intermediate.
Hydroboration/oxidation
HgSO4 catalyzed hydration in dilute H2SO4
Hydrohalogenation
Both Hydroboration/oxidation and HgSO4 catalyzed hydration in dilute H2SO4
Both Hydroboration/oxidation and Hydrohalogenation
3.
Multiple Choice
Which of the following is the acceptable structure for (R)-5-bromohept-2-yne?
V
I
III
IV
II
4.
Multiple Choice
Which of the following is the structure for 2-hexyne?
III
IV
II
I
5.
Multiple Choice
Identify the expected major product from the treatment of 1-pentyne with 2 equivalents of HBr.
1,1-dibromopentane
2-bromo-1-pentene
2,2-dibromopentane
1,2-dibromopentane
1-bromo-1-pentene
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