Tetranitromethane

Base Information

• Chemical Name: Tetranitromethane
• CAS No.: 509-14-8
• Molecular Formula: CN4 O8
• Molecular Weight: 196.033
• Hs Code.: 2904209090
• European Community (EC) Number: 208-094-7
• ICSC Number: 1468
• NSC Number: 16146
• UN Number: 1510
• UNII: K1G7CKU98F
• DSSTox Substance ID: DTXSID5021334
• Nikkaji Number: J3.639K
• Wikipedia: Tetranitromethane
• Wikidata: Q412241
• NCI Thesaurus Code: C44453
• ChEMBL ID: CHEMBL261663
• Mol file: 509-14-8.mol

Synonyms:Tetranitromethane

Chemical Property of Tetranitromethane

Chemical Property:

• Appearance/Colour: pale yellow liquid
• Vapor Pressure: 8.4 mm Hg ( 20 °C)
• Melting Point: 13-14 °C(lit.)
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 126 °C(lit.)
• Flash Point: >230 °F
• PSA: 183.28000
• Density: 1.637 g/mL at 25 °C(lit.)
• LogP: 0.79730
• Storage Temp.: 2-8°C
• Solubility.: Miscible with alcohol and ether (Hawley, 1981)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 195.97161297
• Heavy Atom Count: 13
• Complexity: 209
• Transport DOT Label: Poison Inhalation Hazard Oxidizer

Purity/Quality:

Safty Information:

• Pictogram(s): Dangerous fire and explosion risk. Toxic by ingestion, inhalation, skin absorption. TLV: 0.005 ppm; animal carcinogen.
• Hazard Codes: O,T+
• Statements: 8-25-26-36/37/38-40
• Safety Statements: 17-28-36/37-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Oxidizers
• Canonical SMILES: C([N+](=O)[O-])([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes, skin and respiratory tract. Inhalation of the vapour may cause lung oedema. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. The substance may cause effects on the kidneys, liver and lungs. Medical observation is indicated. The effects may be delayed.
• Effects of Long Term Exposure: This substance is possibly carcinogenic to humans.
• Description: Tetranitromethane (TNM) is a nitroalkane compound that is a colorless to pale-yellow liquid or solid (below 57
  F) with a biting, pungent odor at room temperature. TNM is not known to occur as a natural product and is generated during the manufacture of trinitrotoluene (TNT) as an undesired byproduct that can be separated by means of its higher vapor pressure. It can be prepared by different reactions, the nitration of acetic anhydride or acetylene with nitric acid being the less problematic. It was synthesized in large amounts (as an industrial-scale production) for the first time in Germany during World War II during the development of the V2 rocket for use as a substitute for nitric acid in rocket fuel and due to the observation that its addition to diesel fuel increased the cetane number. A pilot-scale manufacture was set up by Nitroform Inc. (Newark, NJ, USA), but in 1953 was destroyed by an explosion. In 1994, TNM was produced by only one company in the United States and another one in Russia.
• Physical properties: Colorless to pale yellow to yellow-orange liquid with a pungent odor. Sensitive to heat, friction, and shock. Explosive in presence of impurities.
• Uses: Oxidizer in rocket propellants; explosive in admixture with toluene; reagent for detecting presence of double bonds in organic compounds. Reagent for nitration of enol silyl ethers7 and aromatic compounds.8 Employed in the photooxidation of sulfides to sulfoxides.9 Oxidizer in rocket propellants. As explosive in admixture with toluene. To increase cetane number of diesel fuels. Reagent for detecting the presence of double bonds in organic Compounds and for mild nitrations. Has been proposed as irritant war gas.

Technology Process of Tetranitromethane

There total 27 articles about Tetranitromethane 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:

acetylene (74-86-2,25067-58-7) → tetranitromethane (509-14-8)

Guidance literature:

With sulfuric acid; nitric acid; mercury(II) nitrate; at 90 - 95 ℃;

Reference yield:

acetic anhydride (108-24-7) → tetranitromethane (509-14-8)

Guidance literature:

durch Nitrieren;

Reference yield:

meta-dinitrobenzene (99-65-0) → tetranitromethane (509-14-8)

Guidance literature:

With sulfuric acid; nitric acid; at 115 ℃;

DOI:10.1002/jhet.5570370450

upstream raw materials:

Ketene

tetrachloromethane

nitromethane

meta-dinitrobenzene

Downstream raw materials:

2,6-dinitro-p-cresol

3-methyl-N-nitroso-N-methylaniline

N-(3-bromophenyl)-N-methylnitrous amide

N-ethyl-N-nitroso-o-toluidine

Refernces

• 1、 McKie. "-". . . Retrieved 1926.
• 2、 Zhang, Yanqiang,Parrish, Damon A.,Shreeve, Jean'Ne M.. "Derivatives of 5-nitro-1,2,3-2H-triazole-high performance energetic materials". . p. 585 - 593. Retrieved 2013/07/04.