Basic information
- Standard SMILES
Cc1c([N+](=O)[O-])cc(N)cc1[N+](=O)[O-]- InChIKey
KQRJATLINVYHEZ-UHFFFAOYSA-N- Molecular formula
- C7H7N3O4
- Average molar mass
- 197.15 g/mol
- Monoisotopic mass
- 197.0436557
Overview
4-amino-2,6-dinitrotoluene is an amino-nitrotoluene that is 2,6-dinitrotoluene substituted at position 4 by an amino group. It has a role as an explosive, a marine metabolite and a fungal xenobiotic metabolite.
Names & identifiers
- Preferred name
- 4-Amino-2,6-Dinitrotoluene
- IUPAC
- 4-methyl-3,5-dinitroaniline
- English name
- 4-Amino-2,6-dinitrotoluene
- Molecular formula
- C7H7N3O4
- Molecular weight
- 197.15
Names & synonyms
4-Amino-2,6-dinitrotoluene4-Methyl-3,5-dinitroaniline19406-51-03,5-Dinitro-4-methylaniline3,5-Dinitro-p-toluidine2,6-Dinitro-4-aminotoluenep-Toluidine, 3,5-dinitro-4-METHYL-3,5-DINITROBENZENAMINE4-AdntBenzenamine, 4-methyl-3,5-dinitro-NSC 25010VGF967AJX2
Show more names
AKOS B020145AKOS BC-0096ART-CHEM-BB B0201453,5-dinitro-p-toluidin2,4-Dinitro-m-toluidinem-Toluidine, 2,4-dinitro-3,5-DINITRO-PARA-TOLUIDINE
DTXSID8074312NSC-25010NSC-55353CHEBI:774241-AMINO-3,5-DINITRO-4-METHYLBENZENERefChem:517563DTXCID8036077153919-64-3
Database identifiers
- CAS
19406-51-0、58449-89-1- PubChem CID
- 29574
- DTXSID
DTXSID8074312- ChEBI
CHEBI:77424- UNII
- VGF967AJX2
- EC Number
- 621-857-2
- Nikkaji
- J489.741B
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 222
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Vapor Pressure0.00004 [mmHg]
Physical DescriptionSolid; [DOD - USCHPPM]
Physicochemical properties
- Melting point
- 171 °C · 171 °C
- Boiling point
- 382.6 · 382.6±37.0 °C(Predicted)
- Density
- 1.497 · 1.497±0.06 g/cm3(Predicted)
- storage temp.
- room temp
- pka
- 0.74 · 0.74±0.10(Predicted)
- Henry's Law Constant
- 7.3 · 7.3×103 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- CAS DataBase Reference
- 19406 · 19406-51-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 967 AJX2 · VGF967AJX2
- EPA Substance Registry System
- 4 · 4-Amino-2,6-dinitrotoluene (19406-51-0)
- Symbol(GHS)
- 6 · GHS06,GHS08,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311+H331-H373-H411
- Precautionary statements
- 273 · P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P314
- Hazard Codes
- T,N
- Risk Statements
- 23 · 23/24/25-33-51/53
- Safety Statements
- 28 · 28-36/37-45-61
- WGK Germany
- 3 · 3
- Toxicity
- 50 · mouse,LD50,oral,1318mg/kg (1318mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. AD-A080-146,
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 7.1% (3 of 42) of reports.
Danger
H301 (92.9%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards Summary
Causes excitement and somnolence in oral lethal-dose studies of rats; [RTECS] Has been detected in the urine of workers exposed to TNT; [EPA - PPRTV] An irritant; Harmful by ingestion and inhalation; May induce methemoglobinemia; [AccuStandard MSDS] See 2,4,6-Trinitrotoluene and 5-Nitro-2-toluidine. Both chemicals are primary hepatotoxins.
Hazard Classes and CategoriesAcute Tox. 3 (92.9%)
Toxicology
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
RAIS Toxicity Values
0.0001
SCREEN Current
0.0003
PPRTV Current
EPA Provisional Peer-Reviewed Toxicity Values
4-Amino-2,6-Dinitrotoluene
1 x 10^-4 mg/kg-day
3 x 10^-4 mg/kg-day
PDF Document
Inadequate information to assess carcinogenic potential
2020
Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06
7.70e+00
1.10e+02
1.90e+00
5.00e+00
1.50e-03
1.00e-04
Hazard Quotient Level 3 or Cancer Risk Level 1E-04
2.30e+01
3.40e+02
5.80e+00
5.00e+00
1.00e-04
Volatile
Safety data
- wgk
- 3
- Toxicity
- mouse,LD50,oral,1318mg/kg (1318mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. AD-A080-146,
- risk_code
- 23/24/25-33-51/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- T,N
- safety_code
- 28-36/37-45-61
- Hazard statements
- H301+H311+H331-H373-H411
- Precautionary statements
- P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311-P314
Chemistry & industry
Uses & manufacturing
UsesA primary reduction product of 2,4,6-trinitrotoluene (TNT); [DOD - USCHPPM] A major human metabolite of 2,4,6-trinitrotoluene (TNT); [EPA - PPRTV]
Applications
Uses4-Methyl-3,5-dinitroaniline is used in preparation and application of phosphorus-containing flame retardants carrying isocyanate groups.
Suppliers26 total
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
武汉凯威斯科技有限公司86-027-67849912 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
安庆融创生物科技有限公司15001988657 · [email protected]
河南阿尔法化工有限公司0371-55013243 15324716602 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
常州合晶化工有限公司85528066 13775048983 · [email protected]
南京凯姆铂医药科技有限公司025-66162170
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]
深圳市丽晶生化科技有限公司0755-85201366 18938635012 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
career henan chemical co+86-0371-86658258 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
Alchem Pharmtech,Inc.8485655694 · [email protected]
重庆卡兰医药有限公司[email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
上海进取者生物医药科技有限公司1 · [email protected]
天门恒昌化工有限公司027-59322316 15172518801 · [email protected]
合肥钼凯医药科技有限公司18001872185; 18001872185 · [email protected]
Additional notes
DefinitionChEBI: An amino-nitrotoluene that is 2,6-dinitrotoluene substituted at position 4 by an amino group.
Related reactions
5 records
Linked notes
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