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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
Structure of 2,6-DINITROTOLUENE

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

HIDE SMILES / InChI

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

Description
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

Curator's Comment: Known to be neurotoxic in birds.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Analysis of common and specific mechanisms of liver function affected by nitrotoluene compounds.
2011-02-08
Quail Genomics: a knowledgebase for Northern bobwhite.
2010-10-07
Collaborative study on fifteen compounds in the rat-liver Comet assay integrated into 2- and 4-week repeat-dose studies.
2010-09-30
From raw materials to validated system: the construction of a genomic library and microarray to interpret systemic perturbations in Northern bobwhite.
2010-07-07
Influences of hydraulic loading rate on SVOC removal and microbial community structure in drinking water treatment biofilters.
2010-06-15
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

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:44:29 GMT 2025
Edited
by admin
on Mon Mar 31 18:44:29 GMT 2025
Record UNII
GG7FAV92MK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,6-DINITROTOLUENE [HSDB]
Preferred Name English
2,6-DINITROTOLUENE
HSDB  
Systematic Name English
DINITROTOLUENE, 2,6-
Systematic Name English
1-METHYL-2,6-DINITROBENZENE
Systematic Name English
TOLUENE, 2,6-DINITRO-
Systematic Name English
BENZENE, 2-METHYL-1,3-DINITRO-
Systematic Name English
2,6-DINITROTOLUENE [IARC]
Common Name English
2,6-DINITROMETHYLBENZENE
Systematic Name English
2-METHYL-1,3-DINITROBENZENE
Systematic Name English
Code System Code Type Description
CHEBI
957
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
HSDB
2931
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
CAS
606-20-2
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
SMS_ID
300000053004
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
FDA UNII
GG7FAV92MK
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
ECHA (EC/EINECS)
210-106-0
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
PUBCHEM
11813
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY
EPA CompTox
DTXSID5020528
Created by admin on Mon Mar 31 18:44:29 GMT 2025 , Edited by admin on Mon Mar 31 18:44:29 GMT 2025
PRIMARY