Synthesis of 13C and 15N labeled 2,4‐dinitroanisole
Abstract
Syntheses of [13C6]‐2,4‐dinitroanisole (ring‐13C6) from [13C6]‐anisole (ring‐13C6) and [15N2]‐2,4‐dinitroanisole from anisole using in situ generated acetyl nitrate and [15N]‐acetyl nitrate, respectively, are described. Treatment of [13C6]‐anisole (ring‐13C6) with acetyl nitrate generated in 100% HNO3 gave [13C6]‐2,4‐dinitroanisole (ring‐13C6) in 83% yield. Treatment of anisole with [15N]‐acetyl nitrate generated in 10 N [15N]‐HNO3 gave [15N2]‐2,4‐dinitroanisole in 44% yield after two cycles of nitration. Byproducts in the latter reaction included [15N]‐2‐nitroanisole and [15N]‐4‐nitroanisole.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Mar 05, 2014
- Source ID
- 10.1002/jlcr.3192
Entities
People
- Bhumasamudram Jagadish
- Eugene A. Mash
- Jim A Field
- Jon Chorover
- Leif Abrell
- Reyes Sierra‐alvarez
Organizations
- Strategic Environmental Research and Development Program
- University of Arizona