Sample pre-lab quiz for Preparation of Alkenes experiment.

1) What reaction conditions favor elimination in an acid-catalyzed dehydration?

1. the acid used has a conjugate base which is a poor nucleophile
2. high reaction temperature
3. remove product from the reaction mixture as rapidly as it is formed
4. all of the above

2) According to Zaitsev's rule, what should be the preferred product in the following reaction?

3) The manual states that you begin with 0.075 mole of 2-methylcyclohexanol. This corresponds to how many mLs?

compound	Mol Wt	b. p.	m. p.	density
2-methylcyclohexanol	114	166	........	0.95
cyclohexene, 1-methyl	96	110	-121	0.81
cyclohexene, 3-methyl	96	104	-115	0.80
sulfuric acid (H2SO4)	98	........	........	1.84

1. 0.075 x 114 x ( 1/.95)
2. 0.075 x .95 x ( 1/114)
3. 0.075 x 114
4. 0.075

4) Where would starting material, methyl cyclohexanol, appear on a gas chromatogram relative to the methyl cyclohexene peaks?

1. same as methyl cyclohexene peaks
2. before methyl cyclohexene peaks
3. after methyl cyclohexene peaks

5) Below are three alcohols. Which is dehydrated fastest in acid-catalyzed dehydration?

6) Sulfuric acid serves the following function in the dehydration of 2-methylcyclohexanol:

1. neutralizes the basic 2-methylcyclohexanol
2. protonates the methyl group
3. protonates the hydroxyl group
4. neutralizes the sodium bicarbonate

7) Where does the product go at the end of the experiment?

1. down the drain
2. in the aqueous waste
3. in the organic waste
4. in the recovery jar

Answers.