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2,4,6-Trinitrotoluene

Base Information
  • Chemical Name:2,4,6-Trinitrotoluene
  • CAS No.:118-96-7
  • Molecular Formula:C7H5N3O6
  • Molecular Weight:227.133
  • Hs Code.:2904204000
  • European Community (EC) Number:204-289-6
  • ICSC Number:0967
  • NSC Number:36949
  • UN Number:0209,1356
  • UNII:H43RF5TRM5
  • DSSTox Substance ID:DTXSID7024372
  • Nikkaji Number:J2.477E
  • Wikipedia:TNT
  • Wikidata:Q170167
  • Metabolomics Workbench ID:52430
  • ChEMBL ID:CHEMBL1236345
  • Mol file:118-96-7.mol
2,4,6-Trinitrotoluene

Synonyms:2,4,6-Trinitrotoluene;TNT;Trinitrotoluene

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Chemical Property of 2,4,6-Trinitrotoluene
Chemical Property:
  • Appearance/Colour:yellow crystals 
  • Vapor Pressure:1.49E-06mmHg at 25°C 
  • Melting Point:80.9 °C 
  • Refractive Index:1.655 
  • Boiling Point:339.227 °C at 760 mmHg 
  • Flash Point:167.109 °C 
  • PSA:137.46000 
  • Density:1.608 g/cm3 
  • LogP:3.28920 
  • XLogP3:1.6
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:6
  • Rotatable Bond Count:0
  • Exact Mass:227.01783489
  • Heavy Atom Count:16
  • Complexity:292
  • Transport DOT Label:Explosive 1.1D
Purity/Quality:
Safty Information:
  • Pictogram(s): ExplosiveE, ToxicT, DangerousN, HarmfulXn, FlammableF, Explosive
  • Hazard Codes:E, T, N, Xn, F, B 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Uses -> Explosives
  • Canonical SMILES:CC1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
  • Inhalation Risk:Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the blood. This may result in haemolysis and the formation of methaemoglobin. Exposure could cause death. The effects may be delayed. Medical observation is indicated.
  • Effects of Long Term Exposure:Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the liver, blood and eyes. This may result in jaundice, anaemia and cataract.
  • General Description 2,4,6-Trinitrotoluene (TNT), also known by various other names such as Trotyl, Tritol, or sym-Trinitrotoluene, is a well-known explosive compound widely used in military and industrial applications. It serves as a key precursor in chemical synthesis, as demonstrated in studies where it is converted into derivatives like 2,4,6-trinitrophenylacetic acid or reduced to form amino, hydroxylamino, azo, and azoxy compounds for biodegradation research. TNT's reactivity allows for modifications to produce high-purity model compounds or novel indazole derivatives, highlighting its versatility in both explosive and synthetic chemistry contexts.
Technology Process of 2,4,6-Trinitrotoluene

There total 40 articles about 2,4,6-Trinitrotoluene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With sulfuric acid; nitric acid; at 110 ℃; for 4h; Temperature;
Guidance literature:
With sulfuric acid; nitric acid; at 110 ℃; for 4h;
Guidance literature:
With sulfuric acid; nitric acid; at 20 - 90 ℃;
DOI:10.1002/(SICI)1099-1344(20000315)43:3<217::AID-JLCR305>3.0.CO;2-U
Refernces

Synthesis of 1-aryl-4,6-dinitro-1H-indazoyl-3-methylcarboxylates

10.1081/SCC-120002132

The study focuses on the synthesis of 1-aryl-4,6-dinitro-1H-indazoyl-3-methylcarboxylates, which are derived from 2,4,6-trinitrotoluene (TNT) derivatives. The researchers aimed to modify the 4,6-dinitroindazole structure by introducing a new substituent, leading to the development of a facile method for synthesizing methyl esters of 1-aryl-4,6-dinitro-1H-indazolyl-3-carboxylic acids. Key chemicals used in the study include TNT, which was converted into 2,4,6-trinitrophenylacetic acid, and then into methyl picrylacetate. Diazonium salts were reacted with this ester to form hydrazones, which underwent cyclization to yield the desired indazoles. The purpose of these chemicals was to facilitate the synthesis of new indazole derivatives, which were obtained in good yields and had their structures confirmed through microanalyses and NMR spectra.

Chemical Reduction of 2,4,6-Trinitrotoluene - Initial Products

10.1021/je60061a002

The study focuses on the preparation of high-purity model compounds resulting from the reduction of 2,4,6-trinitrotoluene (TNT) for comparison with biodegradation products. The researchers aimed to produce 12 reduction products of TNT, including amino, hydroxylamino, azo, and azoxy compounds. They successfully synthesized eight compounds, two of which, 4,4',6,6'-tetranitro-2,2'-azoxytoluene and 2,4'-dimethyl-3,3',5,5'-tetranitro-ONN-azoxybenzene, are newly reported. The study details the preparation methods and improvements made in the purity of these compounds. Key chemicals involved include 2,4,6-trinitrotoluene (TNT) as the starting material, and various reagents such as m-chloroperoxybenzoic acid, ammonium sulfide, and sodium hypochlorite used in the reduction and oxidation processes to produce the desired compounds. The study also discusses the challenges and modifications made to existing methods to achieve high-purity products.