tetranitromethane

• ChemBase ID: 129808
• Molecular Formular: CN4O8
• Molecular Mass: 196.0327
• Monoisotopic Mass: 195.97161298
• SMILES: C([N+](=O)[O-])([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/CN4O8/c6-2(7)1(3(8)9,4(10)11)5(12)13
• InChIKey: NYTOUQBROMCLBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tetranitromethane
• IUPAC Traditional name: tetranitromethane
• Synonyms: TNM; Tetan; Tetranitromethane; NSC 16146; Tetranitromethane; 四硝基甲烷

Database IDs

• CAS Number: 509-14-8
• EC Number: 208-094-7
• MDL Number: MFCD00007391
• PubChem SID: 162224096; 24900040
• PubChem CID: 10509
• CHEMBL: 261663
• Chemspider ID: 13842838
• KEGG ID: C19300
• Wikipedia Title: Tetranitromethane

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.8945341
• LogD (pH = 7.4): 0.8945341
• Log P: 0.8945341
• Molar Refractivity: 29.8674 cm^3
• Polarizability: 11.429664 Å^3
• Polar Surface Area: 183.28 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 13.8°C; 13-14 °C(lit.)
• Boiling Point: 126 °C(lit.); 126°C
• Flash Point: 113 °C; 235.4 °F
• Density: 1.623 g/cm^3; 1.637 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.438(lit.)
• Vapor Pressure: 8.4 mmHg ( 20 °C)

Safety Information

• RTECS: PB4025000
• European Hazard Symbols: Oxidising (O); Toxic (T); Highly toxic (T+)
• UN Number: 1510
• German water hazard class: 3
• Hazard Class: 5.1
• Packing Group: 1
• Risk Statements: 8-25-26-36/37/38-40; R8 R23/24/25 R36/38 R45
• Safety Statements: 17-28-36/37-45; S17 S45
• EU Index: Not listed
• GHS Pictograms: GHS03; GHS06; GHS08
• GHS Signal Word: Danger
• Main Hazard: Oxidant, can form explosive mixtures
• NFPA704:
  

  1

  3

  2

  OX
• GHS Hazard statements: H271-H301-H315-H319-H330-H335-H351
• GHS Precautionary statements: P220-P260-P281-P284-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1510 5.1/PG 1
• Storage Temperature: 2-8°C

Product Information

• Linear Formula: C(NO2)4

DETAILS

Sigma Aldrich - T25003

Application
Reagent for nitration of enol silyl ethers7 and aromatic compounds.8 Employed in the photooxidation of sulfides to sulfoxides.9
Reactant involved in:
• Nitration of electrophilic alkenes1
• Reactions with B-alkylcatecholboranes forming oxime ethers2
• Heterocyclization of electrophilic alkenes3
• Ring opening of aziridines4
• Acts as an electron acceptor in the mechanism of aerobic visible light formic acid oxidation5
• Reactions with vinyl ketones6
Packaging
1, 5 g in glass bottle