» Articles » PMID: 20855103

Biological Transformation Pathways of 2,4-dinitro Anisole and N-methyl Paranitro Aniline in Anaerobic Fluidized-bed Bioreactors

Overview
Journal Chemosphere
Date 2010 Sep 22
PMID 20855103
Citations 11
Authors
Affiliations
Soon will be listed here.
Abstract

The US Army is evaluating new, insensitive explosives to produce safer munitions. Two potential new components are 2,4-dinitro anisole (DNAN) and N-methyl paranitro aniline (MNA), which would eventually make their way to waste streams generated in the production and handling of new munitions. The effectiveness of anaerobic fluidized-bed bioreactors (AFBB) was studied for treatment and transformation of these two new chemical components in munitions. Each compound was fed into a separate reactor and monitored for removal and transformation, using ethanol as the electron donor. The results show that both were degradable using the AFBB system. DNAN was found to transform into diaminoanisole and MNA was found to transform into N-methyl-p-phenylenediamine. Both of these by-products appeared to form azobond polymers after exposure to air. To test the resilience of the reactors, the compounds were removed from the feed streams for 3 weeks and then reintroduced. DNAN showed that a re-acclimation period was necessary for it to be degraded again, while MNA was removed immediately upon reintroduction. The AFBB technology was shown here to be an effective means of removing the new munitions, but produce secondary compounds that could potentially be just as harmful and require further study.

Citing Articles

A Highly Selective Pyrene Appended Oxacalixarene Receptor for MNA and 4-NP Detection: an Experimental and Computational Study.

Upadhyay H, Harikrishnan U, Bhatt D, Dhadnekar N, Kumar K, Panchal M J Fluoresc. 2023; 34(6):2825-2835.

PMID: 37924381 DOI: 10.1007/s10895-023-03470-2.


A review of treatment methods for insensitive high explosive contaminated wastewater.

Fawcett-Hirst W, Temple T, Ladyman M, Coulon F Heliyon. 2021; 7(7):e07438.

PMID: 34401549 PMC: 8353291. DOI: 10.1016/j.heliyon.2021.e07438.


Theoretical insight into reaction mechanisms of 2,4-dinitroanisole with hydroxyl radicals for advanced oxidation processes.

Zhou Y, Liu X, Jiang W, Shu Y J Mol Model. 2018; 24(2):44.

PMID: 29368068 DOI: 10.1007/s00894-018-3580-4.


Environmental Fate of C Radiolabeled 2,4-Dinitroanisole in Soil Microcosms.

Olivares C, Madeira C, Sierra-Alvarez R, Kadoya W, Abrell L, Chorover J Environ Sci Technol. 2017; 51(22):13327-13334.

PMID: 29072907 PMC: 5772931. DOI: 10.1021/acs.est.7b03699.


Characteristics and products of the reductive degradation of 3-nitro-1,2,4-triazol-5-one (NTO) and 2,4-dinitroanisole (DNAN) in a Fe-Cu bimetal system.

Kitcher E, Braida W, Koutsospyros A, Pavlov J, Su T Environ Sci Pollut Res Int. 2016; 24(3):2744-2753.

PMID: 27837469 DOI: 10.1007/s11356-016-8053-7.