Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H6N2O4 |
| Molecular Weight | 182.1335 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=C(C=CC=C1[N+]([O-])=O)[N+]([O-])=O
InChI
InChIKey=XTRDKALNCIHHNI-UHFFFAOYSA-N
InChI=1S/C7H6N2O4/c1-5-6(8(10)11)3-2-4-7(5)9(12)13/h2-4H,1H3
| Molecular Formula | C7H6N2O4 |
| Molecular Weight | 182.1335 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/3945944
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/3945944
2,6-Dinitrotoluene is an organic compound, a by-product of TNT production. 2,6-Dinitrotoluene is a potent hepatocarcinogen, mainly due to products of its reductive metabolism.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19417177
Curator's Comment: Known to be neurotoxic in birds.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Analysis of common and specific mechanisms of liver function affected by nitrotoluene compounds. | 2011-02-08 |
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| Quail Genomics: a knowledgebase for Northern bobwhite. | 2010-10-07 |
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| Collaborative study on fifteen compounds in the rat-liver Comet assay integrated into 2- and 4-week repeat-dose studies. | 2010-09-30 |
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| From raw materials to validated system: the construction of a genomic library and microarray to interpret systemic perturbations in Northern bobwhite. | 2010-07-07 |
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| Influences of hydraulic loading rate on SVOC removal and microbial community structure in drinking water treatment biofilters. | 2010-06-15 |
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| Evaluation of a liver micronucleus assay in young rats (IV): a study using a double-dosing/single-sampling method by the Collaborative Study Group for the Micronucleus Test (CSGMT)/Japanese Environmental Mutagen Society (JEMS)-Mammalian Mutagenicity Study Group (MMS). | 2010-04-30 |
|
| Noncontact detection of homemade explosive constituents via photodissociation followed by laser-induced fluorescence. | 2010-03-15 |
|
| Simultaneous Raman spectroscopy-laser-induced breakdown spectroscopy for instant standoff analysis of explosives using a mobile integrated sensor platform. | 2010-02-15 |
|
| Shewanella spp. genomic evolution for a cold marine lifestyle and in-situ explosive biodegradation. | 2010-02-08 |
|
| Pyrene-functionalized ruthenium nanoparticles as effective chemosensors for nitroaromatic derivatives. | 2010-01-15 |
|
| Health risk from exposure of organic pollutants through drinking water consumption in Nanjing, China. | 2010-01 |
|
| Assessing TNT and DNT groundwater contamination by compound-specific isotope analysis and 3H-3He groundwater dating: a case study in Portugal. | 2009-10 |
|
| Dissolution and transport of 2,4-DNT and 2,6-DNT from M1 propellant in soil. | 2009-10 |
|
| Performance evaluation of a miniature ion mobility spectrometer drift cell for application in hand-held explosives detection ion mobility spectrometers. | 2009-09 |
|
| Endocrine-disrupting equivalents in industrial effluents discharged into Yangtze River. | 2009-08 |
|
| Neurotoxicogenomic investigations to assess mechanisms of action of the munitions constituents RDX and 2,6-DNT in Northern bobwhite (Colinus virginianus). | 2009-07 |
|
| Detection and discrimination of low concentration explosives using MOS nanoparticle sensors. | 2009-05-30 |
|
| [Determination of nitroaromatics and cyclo ketones in sea water' by gas chromatography coupled with activated carbon fiber solid-phase micro-extraction]. | 2009-05 |
|
| Aerobic biodegradation of 2,4-DNT and 2,6-DNT: performance characteristics and biofilm composition changes in continuous packed-bed bioreactors. | 2009-04-30 |
|
| Electrochemical destruction of dinitrotoluene isomers and 2,4,6-trinitrotoluene in spent acid from toluene nitration process. | 2009-01-30 |
|
| Detection of condensed-phase explosives via laser-induced vaporization, photodissociation, and resonant excitation. | 2008-11-01 |
|
| Enhancement of nitroaromatic compounds anaerobic biotransformation using a novel immobilized redox mediator prepared by electropolymerization. | 2008-10 |
|
| Substituted 2-nitrobenzyltrichloroacetate esters for photodirected oligonucleotide detritylation in solid films. | 2008-09-21 |
|
| A structural modelling study on marine sediments toxicity. | 2008-06-26 |
|
| Acute toxicity of 2,4,6-trinitrotoluene, 2,4-dinitrotoluene, and 2,6-dinitrotoluene in the adult bullfrog (Lithobates catesbeiana). | 2008-06 |
|
| N-15 NMR study of the immobilization of 2,4- and 2,6-dinitrotoluene in aerobic compost. | 2008-04-01 |
|
| Investigation of common fluorophores for the detection of nitrated explosives by fluorescence quenching. | 2008-03-03 |
|
| A review on slurry bioreactors for bioremediation of soils and sediments. | 2008-02-29 |
|
| Experimental evidence for in situ natural attenuation of 2,4- and 2,6-dinitrotoluene in marine sediment. | 2008-01 |
|
| Reactions of thiocarbamate, triazine and urea herbicides, RDX and benzenes on EPA Contaminant Candidate List with ozone and with hydroxyl radicals. | 2008-01 |
|
| Interaction of hydration, aging, and carbon content of soil on the evaporation and skin bioavailability of munition contaminants. | 2008 |
|
| Cloning, analysis and functional annotation of expressed sequence tags from the Earthworm Eisenia fetida. | 2007-11-01 |
|
| Accumulation of explosives in hair--part II: factors affecting sorption. | 2007-11 |
|
| Effects of subchronic exposure to 2,6-dinitrotoluene in the northern bobwhite (Colinus virginianus). | 2007-10 |
|
| Azoreductase from Rhodobacter sphaeroides AS1.1737 is a flavodoxin that also functions as nitroreductase and flavin mononucleotide reductase. | 2007-10 |
|
| Effect of photochemistry on molecular detection by cavity ringdown spectroscopy: case study of an explosive-related compound. | 2007-09-10 |
|
| Solubilization of nitrotoluenes in micellar nonionic surfactant solutions. | 2007-08 |
|
| Subacute toxicity of oral 2,6-dinitrotoluene and 1,3,5-trinitro-1,3,5-triazine (RDX) exposure to the northern bobwhite (Colinus virginianus). | 2007-07 |
|
| Chemically catalyzed uptake of 2,4,6-trinitrotoluene by Vetiveria zizanioides. | 2007-07 |
|
| Transport mechanisms for the uptake of organic compounds by rice (Oryza sativa) roots. | 2007-07 |
|
| Recovery of nitrotoluenes in wastewater by solvent extraction. | 2007-06-25 |
|
| Toxicological characterization of 2,4,6-trinitrotoluene, its transformation products, and two nitramine explosives. | 2007-06 |
|
| Phytotoxicity and phytoremediation of 2,6-dinitrotoluene using a model plant, Arabidopsis thaliana. | 2007-06 |
|
| [Biodegradation of 2, 4- and 2, 6-dinitrotoluene in a pilot-scale system for soil contaminated with explosive compounds]. | 2007-03 |
|
| Analysis of semi-volatile organic compounds in aqueous samples by microwave-assisted headspace solid-phase microextraction coupled with gas chromatography-electron capture detection. | 2007-01-26 |
|
| Comparison of DNA binding between the carcinogen 2,6-dinitrotoluene and its noncarcinogenic analog 2,6-diaminotoluene. | 1993-02 |
|
| The effect of diet on 2,6-dinitrotoluene hepatocarcinogenesis. | 1986-11 |
|
| Dinitrotoluene isomer-specific enhancement of the expression of diethylnitrosamine-initiated hepatocyte foci. | 1986-11 |
|
| Dinitrotoluene structure-dependent initiation of hepatocytes in vivo. | 1983-08 |
|
| The specificity of T lymphocyte responses to chemically defined antigens. | 1976 |
Patents
| Substance Class |
Chemical
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admin
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Mon Mar 31 18:44:29 GMT 2025
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GG7FAV92MK
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| Record Status |
Validated (UNII)
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