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The First Conversion of Primary Alkyl Halides to Nitroalkanes under Aqueous Medium

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Roberto Ballini,* Luciano Barboni, and Guido Giarlo

Dipartimento di Scienze Chimiche dell'Universit di Camerino, Via S. Agostino 1, 62032 Camerino, Italy roberto.ballini@unicam.it

J. Org. Chem., 2004, 69 (20), pp 6907–6908

DOI: 10.1021/jo049048b

Publication Date (Web): September 4, 2004

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Primary nitroalkanes and α,ω-dinitroalkanes can be easily obtained in aqueous medium by reaction of the corresponding halo derivatives with silver nitrite. The procedure works well with both alkyl bomide and alkyl iodide and proceeds in satisfactory to good yields even in the presence of other functionalities, minimizing the formation of the undesired alkyl nitrites.

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Published In Issue October 01, 2004
Received June 7, 2004

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The First Conversion of Primary Alkyl Halides to Nitroalkanes under Aqueous Medium