Organic Chemistry I

Chem 334 - Fall 2010

Pre-Quiz 9

Professor Carl C. Wamser

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Your answers must be submitted before 8:30 am, Mon, Nov 22

1. The most acidic C-H bond would be found in which compound below?

* a. 1-butyne
b. 1-butene
c. 2-butyne
d. cis-2-butene
e. trans-2-butene

2. A base strong enough to deprotonate acetylene is

a. H2O
b. NaOH
c. NH3
* d. NaNH2

3. Addition of one mole of hydrogen to 3-hexyne using Lindlar's catalyst will give

a. hexane
* b. cis-3-hexene
c. trans-3-hexene
d. cis-2-hexene
e. trans-2-hexene

4. Synthesis of 2-pentyne could occur by which of the following SN2 reactions?

a. sodium acetylide + 1-bromobutane
b. sodium propynide + 1-bromopropane
c. sodium acetylide + 1-bromopropane
* d. sodium propynide + bromoethane
e. sodium acetylide + 2-bromopropane

5. Which of the following alkynes is most likely to give a mixture of ketone products upon hydration?

a. 1-hexyne
* b. 2-hexyne
c. 3-hexyne