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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 14
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Original Articles

Preparation of Alkyl Nitrates, Nitrites, and Thiocyanates from Alcohols Utilizing Trichloroisocyanuric Acid with Triphenylphosphine

Gene A. Hiegel Department of Chemistry and Biochemistry, California State University, Fullerton, Fullerton, California, 92834, USACorrespondence[email protected]
,
Jeremiah Nguyen Department of Chemistry and Biochemistry, California State University, Fullerton, Fullerton, California, 92834, USA
&
Yan Zhou Department of Chemistry and Biochemistry, California State University, Fullerton, Fullerton, California, 92834, USA
Pages 2507-2511 | Received 02 Mar 2004, Published online: 10 Jan 2011
 
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Abstract

Alcohols in acetonitrile are converted into alkyl nitrates, nitrites, or thiocyanates by the action of triphenylphosphine and trichloroisocyanuric acid along with silver nitrate, silver nitrite, or sodium thiocyanate, respectively.

Acknowledgment

This research was supported in part by an award from Rohm and Haas Company: Otto Haas Award for Technical Excellence (courtesy of Robert K. Barr).

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