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Synthesis of 13C and 15N labeled 2,4-dinitroanisole. | LitMetric

Synthesis of 13C and 15N labeled 2,4-dinitroanisole.

J Labelled Comp Radiopharm

Department of Chemistry and Biochemistry, University of Arizona, Tucson, AZ, 85721-0041, USA.

Published: May 2014


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Article Abstract

Syntheses of [(13)C6]-2,4-dinitroanisole (ring-(13)C6) from [(13)C6]-anisole (ring-(13)C6) and [(15)N2]-2,4-dinitroanisole from anisole using in situ generated acetyl nitrate and [(15)N]-acetyl nitrate, respectively, are described. Treatment of [(13)C6]-anisole (ring-(13)C6) with acetyl nitrate generated in 100% HNO3 gave [(13)C6]-2,4-dinitroanisole (ring-(13)C6) in 83% yield. Treatment of anisole with [(15)N]-acetyl nitrate generated in 10 N [(15)N]-HNO3 gave [(15)N2 ]-2,4-dinitroanisole in 44% yield after two cycles of nitration. Byproducts in the latter reaction included [(15)N]-2-nitroanisole and [(15)N]-4-nitroanisole.

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http://dx.doi.org/10.1002/jlcr.3192DOI Listing

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