Dehydration of Methylcyclohexanols VII

The last installment of this series will explore the logistics of “dehydration of methylcycohexanols” as a collaborative experiments. The most straightforward collaboration would be to perform the “dehydration of methylcycohexanols” experiment in the same way and compare the relative yield of alkenes as measured by GC from different starting alcohols. Comparisons could be made with past data or concurrently collected data from different institutions. This may be seem fairly straightforward, but there will most likely be discrepancies that could will need to be explored. One aspect to make note of would be the source and composition of the methylcyclohexanols used a starting materials. Sigma-Aldrich has 1-methylcyclohexanol #M38214; 2-methylcyclohexanol #66320, #215295, #178829, #24113, & #153087, 3-methylcyclohexanol #139734; 4-methylcyclohexanol #66360, #104183, #104191, & #153095; as well as just plain methylcyclohexanol #66370. An experimental variable that is hard to control is rate of heating. Students who crank up the hot plate to get done quickly (even though they were told not to) may get different results than those students who go slowly and maintain an even temperature. Different GC columns and methods may also give results that need to be corroborated.

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One Comment

  1. Geraldine Grundy
    Posted September 13, 2008 at 12:07 pm | Permalink

    I recently read the J. Chem. Ed. article associated with the ‘Evelyn Effect’, and the first thought I had was that the reason for the higher concentration of the expected product in the earlier fractions is due simply to an azeotrope. However, I have not found where anyone has attempted to examine whether any of the alkene product form an azeotrope under the reaction conditions. This would definitely be a factor that should be taken into consideration.


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