Here is a comment from my organic colleague:
"We do the lab with 2-methylcyclohexanol and use Amberlyst 15 ion exchange resin instead of a H2SO4 or H3PO4. We did this lab yesterday in fact and it appeared to work well. The alkene products do smell, so keeping it in the hood helps."
David C. Finster
Professor, Department of Chemistry
From: ACS Division of Chemical Health and Safety [mailto:DCHAS-L**At_Symbol_Here**PRINCETON.EDU] On Behalf Of Wilhelm, Monique
Sent: Wednesday, October 31, 2018 1:15 PM
Subject: [DCHAS-L] Experience with 4-methylcyclohexene Lab
I am reaching out to see if anyone has experience with the dehydration of 4-methylcyclohexanol to 4-methylcyclohexene lab in the Pavia et al lab textbook. The reaction seems to call for an awful lot of H2SO4 in addition to H3PO4 and is giving off several noxious odors. I would like to recommend getting rid of the H2SO4 but am concerned about whether this may cause unwanted organophosphates to be produced. I am concerned as I cannot figure out what kind of byproduct or decomp products we may be getting.
Does anyone have any thoughts on this? I am not an organic chemist, so maybe I am just overthinking this one too much.
Monique Wilhelm, M.S., NRCC Certified CHO ACS CHAS Secretary|2017 CERM E. Ann Nalley Award Recipient Laboratory Manager|Adjunct Lecturer|Chemistry Club Advisor Department of Chemistry & Biochemistry|University of Michigan-Flint
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