An Aldehyde Derivative

J. Hodge Markgraf and Bo Yoon Choi
Williams College, Department of Chemistry, Thomas Chemical Laboratory, Williamstown, MA 01267-2692
J. Chem. Educ., 1998, 75 (2), p 222
DOI: 10.1021/ed075p222
Publication Date (Web): February 1, 1998

Abstract

In connection with qualitative analysis schemes for organic laboratory experiments, a safe and convenient procedure is described for the small-scale preparation of an aldehyde derivative. Aliphatic and aromatic aldehydes are converted to 3-substituted-1,5-dihydro-2,4-benzodithiepines in high yield when treated with 1,2-benzenedimethanethiol in dichloromethane at room temperature with catalysis by ferric chloride on silica gel. The products are readily recrystallized from ethanol. Melting points for 27 derivatives are tabulated.

Keywords (Audience):

Second-Year Undergraduate

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Aldehydes / Ketones

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History

  • Received: August 03, 2009

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