Tetryl

Base Information

• Chemical Name: Tetryl
• CAS No.: 479-45-8
• Molecular Formula: C7H5 N5 O8
• Molecular Weight: 287.145
• European Community (EC) Number: 207-531-9
• ICSC Number: 0959
• NSC Number: 2166
• UN Number: 0208
• UNII: GJ18911991
• DSSTox Substance ID: DTXSID7047770
• Wikipedia: Tetryl
• Wikidata: Q409753
• Metabolomics Workbench ID: 51897
• Mol file: 479-45-8.mol

Synonyms:N-methyl-N-nitro-2,4,6-trinitroaniline;nitramine;tetryl

Chemical Property of Tetryl

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: <1 at 20 °C (NIOSH, 1997)
• Melting Point: 130 C
• Refractive Index: 1.8000 (estimate)
• Boiling Point: 503.7°Cat760mmHg
• PKA: 12.66(at 25℃)
• Flash Point: 258.4°C
• PSA: 186.52000
• Density: 1.803g/cm³
• LogP: 3.13190
• Storage Temp.: 2-8°C
• Solubility.: Solubility Insoluble in water; soluble in ethanol, ether, benzen
• Water Solubility.: 0.02 wt % at 20 °C (NIOSH, 1997)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 1
• Exact Mass: 287.01381213
• Heavy Atom Count: 20
• Complexity: 409
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

98.00% ^*data from raw suppliers

Tetryl solution ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Dangerous fire and explosion risk. Skin irritant, absorbed by skin. TLV: 1.5 mg/m³.
• Hazard Codes: E,T,F,Xn
• Statements: 2-23/24/25-33-36/37/38-11-36-20/21/22-3
• Safety Statements: 35-45-27-16-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: CN(C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Recent ClinicalTrials: Safety, Tolerability, and Immunogenicity of TETRALITE, a Novel Adjuvanted, Low-dose Influenza Vaccin
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the nervous system.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma. The substance may have effects on the liver, kidneys and blood.
• Description: This fully reduced quinoline type alkaloid has recently been obtained from the above-ground parts of Nitraria schoberi. The structure has been determined by ultraviolet, infrared, NMR and mass spectrometry. One hydroxyl and one methyl group are present and the alkaloid may be dehydrogenated in the presence of Pd-C to furnish 8-methylquinoline.
• Uses: As indicator, 0.1 g in 60 ml alcohol with water to make 100 ml. pH: 10.8 colorless, 13.0 reddish-brown. One to five drops of solution required for 10 ml liquid. Salt error said to be small. Also used in explosives. Tetryl is used as an initiator for many less sensitive explosives. It is used as the booster in artillery ammunition. A combination of Tetryl with trinitrotoluene and a small amount of graphite is known as Tetrytol, an explosive used as the bursting charge in artillery ammunition. It is also used as an indicator.Tetryl is made by reacting 2,4-dinitrochlorobenzene with methylamine and nitrating the product with nitric acid and sulfuric acid. Once widely used as a military explosive but no longer manufactured or used in the United States.

Technology Process of Tetryl

There total 63 articles about Tetryl 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:

Reference yield:

nitric acid (7697-37-2,78989-43-2) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → N-methyl-2,4-dinitroaniline (2044-88-4) + N,N-dimethyl-2,4-dinitroaniline (1670-17-3) + N-methylpicramide (1022-07-7) + tetryl (479-45-8)

Guidance literature:

Reference yield:

4-Amino-2,6-dinitrotoluene (19406-51-0,153919-64-3) → 4-amino-N-2,3,6-tetranitrotoluene (84432-52-0) + tetryl (479-45-8)

Guidance literature:

With nitronium tetrafluoroborate; In water; 1,2-dichloro-ethane;

Reference yield:

sulfuric acid (7664-93-9) + 4-Amino-2,6-dinitrotoluene (19406-51-0,153919-64-3) → 4-amino-N-2,3,6-tetranitrotoluene (84432-52-0) + tetryl (479-45-8)

Guidance literature:

With nitric acid; In dichloromethane; acetic acid;

upstream raw materials:

N-methyl-N-nitrosoaniline

4-nitroso-N-methylaniline

N-methyl-p-aminobenzoic acid

N-butyl-N-methylaniline

Downstream raw materials:

1-(p-Methyl)phenylamino-2,4,6-trinitrobenzene

N-picryl-m-phenylenediamine

2,4,6-trinitro-N-(m-tolyl)aniline

1-Benzylamino-2,4,6-trinitrobenzene

Refernces

• 1、 Prezhdo,Bykova,Prezhdo,Daszkiewicz,Kyziol,Zaleski. "Synthesis, properties, and molecular structure of nitro-substituted N-methyl-N-nitroanilines". . p. 64 - 75. Retrieved 2007/10/03.
• 2、 -. "Methods of preparing pentanitrotoluene". . . Retrieved 2008/06/13.