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Zeolite 5A Catalyzed Etherification of Diphenylmethanol

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Jason Cooke , Eric J. Henderson and Owen C. Lightbody

Department of Chemistry, University of Alberta, Edmonton, AB T6G 2G2, Canada

J. Chem. Educ., 2009, 86 (5), p 610

DOI: 10.1021/ed086p610

Publication Date (Web): May 1, 2009

Section:

History, Education, and Documentation

Abstract

An experiment for the synthetic undergraduate laboratory is described in which zeolite 5A catalyzes the room temperature dehydration of diphenylmethanol, (C₆H₅)₂CHOH, producing 1,1,1′,1′-tetraphenyldimethyl ether, (C₆H₅)₂CHOCH(C₆H₅)₂. The reaction proceeds in good yield and purity, and the product is readily characterized by the conventional spectroscopic methods that are normally available to undergraduate students in synthetic chemistry laboratories.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Alcohols

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This article has been cited by 2 ACS Journal articles (2 most recent appear below).

Molecular Models Illustrating Properties of Zeolites. Linde-Type Zeolite A, Selection of Alcohols, and Diphenylmethanol Etherification Product
William F. Coleman
Journal of Chemical Education2009 86 (5), 656
- Molecular Models Illustrating Properties of Zeolites. Linde-Type Zeolite A, Selection of Alcohols, and Diphenylmethanol Etherification Product
  William F. Coleman
  Journal of Chemical Education2009 86 (5), 656
  These Jmol models of Linde-Type zeolite A with small molecules in its channels illustrate the use of zeolites as molecular sieves.
  Abstract | Hi-Res PDF | PDF w/ Links
Experiments for the Undergraduate Laboratory That Illustrate the Size-Exclusion Properties of Zeolite Molecular Sieves
Jason Cooke and Eric J. Henderson
Journal of Chemical Education2009 86 (5), 606
- Experiments for the Undergraduate Laboratory That Illustrate the Size-Exclusion Properties of Zeolite Molecular Sieves
  Jason Cooke and Eric J. Henderson
  Journal of Chemical Education2009 86 (5), 606
  Experiments are presented that demonstrate the size-exclusion properties of zeolites and reveal the reason for naming zeolites "molecular sieves". If an IR spectrometer is available, the adsorption or exclusion of alcohols of varying sizes from ...
  Abstract | Hi-Res PDF | PDF w/ Links