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T25003

Sigma-Aldrich

Tetranitromethane

Synonym(s):

NSC 16146, TNM

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About This Item

Linear Formula:
C(NO2)4
CAS Number:
509-14-8
Molecular Weight:
196.03
EC Number:
208-094-7
MDL number:
MFCD00007391
UNSPSC Code:
12352100
PubChem Substance ID:
24900040
NACRES:
NA.22

vapor pressure

8.4 mmHg ( 20 °C)

refractive index

n20/D 1.438 (lit.)

bp

126 °C (lit.)

mp

13-14 °C (lit.)

density

1.637 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[O-][N+](=O)C([N+]([O-])=O)([N+]([O-])=O)[N+]([O-])=O

InChI

1S/CN4O8/c6-2(7)1(3(8)9,4(10)11)5(12)13

InChI key

NYTOUQBROMCLBJ-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Nitration of electrophilic alkenes
  • Reactions with B-alkylcatecholboranes forming oxime ethers
  • Heterocyclization of electrophilic alkenes
  • Ring opening of aziridines
  • Acts as an electron acceptor in the mechanism of aerobic visible light formic acid oxidation
  • Reactions with vinyl ketones
Reagent for nitration of enol silyl ethers[1] and aromatic compounds.[2] Employed in the photooxidation of sulfides to sulfoxides.[3]

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Carc. 2 - Eye Irrit. 2 - Ox. Liq. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

5.1A - Strongly oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR4612
MKBS3808V
MKBR8970V
MKBJ2873V
MKBC8697V

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Vaibhav Gupta et al.
The Journal of thoracic and cardiovascular surgery, 156(2), 847-856 (2018-07-18)
Clinical, pathological, and molecular information combined with cancer stage in prognostication algorithms can offer more personalized estimates of survival, which might guide treatment choices. Our aim was to evaluate the quality of prognostication tools in esophageal cancer. We systematically searched
Valerie W Rusch et al.
Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer, 11(12), 2112-2119 (2016-10-01)
The M component and TNM stage groupings for malignant pleural mesothelioma (MPM) have been empirical. The International Association for the Study of Lung Cancer developed a multinational database to propose evidence-based revisions for the eighth edition of the TNM classification
Synthesis, 1057-1057 (1993)
Tetrahedron Letters, 34, 1859-1859 (1993)
Rui Zhou et al.
EBioMedicine, 42, 420-430 (2019-03-29)
Tumour microenvironment (TME) is critical for the regulation of cancer development as well as therapy. The objective of the current study was the development of a robust prognostic model based on TME-relevant genes. Five public microarray datasets providing clinical information
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