(CHE 276) Organic Chemistry Lab
Fall 2011
Experiment 6: Dehydration & Gas Chromatography
Appendix C: Questions
Answers to questions should be typed and submitted in Appendix C of your Lab Report. Hand
written answers will not be graded. Supporting figures, if any, may be neatly hand drawn.
1. Below are three alcohols. Which is dehydrated fastest in acid-catalyzed dehydration? Explain
your reasoning.
OH
OH
OH
A
B
C
2. What side products could be formed if hydrochloric acid was used in place of phosphirc acid to
catalyze the dehydration of 2-methylcyclohexanol?
3. Where would starting material, 2-methylcyclohexanol, appear on a gas chromatogram relative to
the methyl cyclohexene peaks? Explain your reasoning.
a) at the same position as methylcyclohexene peaks
b) before methylcyclohexene peaks
c) after methylcyclohexene peaks