Solving the Mathematics of a Kinetic and Regiochemical Problem: The Dehydration Reaction of a cis-trans Mixture of 2-Methylcycloalkanols

John J. Cawley
Villanova University, Department of Chemistry, Villanova, PA 19085
J. Chem. Educ., 1999, 76 (1), p 58
DOI: 10.1021/ed076p58
Publication Date (Web): January 1, 1999

Abstract

A take-home exam is presented. It is based on an experiment that studied the dehydration of a cis-trans mixture of 2-methylcyclohexanols. The "givens" are the idealized kinetic and regiochemical data. The focus is strictly on the mathematics, not the experimental details. The goal is to calculate six specific rate constants using a little ingenuity and some fundamental mathematics, to show that the Saytzeff elimination rule is followed for the dehydration of each of the two reactant isomeric alcohols.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Feature):

Resources for Student Assessment

Keywords (Pedagogy):

Problem Solving / Decision Making

Keywords (Subject):

Kinetics

Tools

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History

  • Received: August 03, 2009

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