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  Home > JCE Print > Journal of Chemical Education > Issues > 2002  > October  >
Chemical Education Today
Letters
CLIP: Acetic Anhydride
Charlie A. Crutchfield
La Crescenta, CA 91214-1430

Cover
October 2002
Vol. 79 No. 10
p. 1202

Full Text
On page 1176 in the September 2001 (1) issue there is a CLIP on acetic anhydride in which boric acid is described as a mild oxidizing agent. I do not question that heating a mixture of acetic anhydride and boric acid is a hazardous operation, but I do strongly question whether boric acid is an oxidizing agent of any kind, mild or otherwise.

If boric acid is an oxidizing agent in this or any reaction, it must then be reduced. What are the products of the reduction of boric acid?

No oxidation or reduction occurs in the reaction at all. The violent reaction is caused by the avidity of acetic anhydride for water. Acetic anhydride reacted with boric acid to form acetic acid and boric oxide (boric anhydride). A quick look at the heats of formation of the components will show that there is plenty of energy available.

This may be considered a mere quibble, but I have been involved in a situation in which ferric oxide was labeled a strong oxidizer, due to the thermite reaction with aluminum metal. Our HazMat people (all nonchemists) insisted that ferric oxide must be labeled, stored, and handled with the same precautions as nitric acid, peroxide, etc. We do not want boric acid to be treated by (e.g.) HazMat as an oxidizing agent. (These same people thought that boric acid belonged with hydrochloric, phosphoric, and sulfuric acids.)

Literature Cited

1. Young, J. A. J. Chem. Educ. 2001, 78, 1176.

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More Information
*  Citation
Crutchfield, Charlie A. J. Chem. Educ. 2002 79 1202.
*  Keywords
Safety / Hazardous Materials
*  History
Created:
Last Updated:
August 29, 2002
March 16, 2005
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