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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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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
L Strieder et al.
Oral diseases, 23(1), 120-125 (2016-10-19)
The aim of this study was to evaluate three histologic grading methods for squamous cell carcinoma (SCC) of the lip, the conventional three-grade model proposed by the World Health Organization, tumor budding and depth of invasion (BD) model, and histologic
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The ALBI score is acknowledged as the gold standard for the assessment of liver function in patients with hepatocellular carcinoma (HCC). Unlike the Child-Pugh score, the ALBI score uses only objective parameters, albumin (Alb) and total bilirubin (T.Bil), enabling a
Nicolas Abello et al.
Journal of proteome research, 8(7), 3222-3238 (2009-05-07)
Protein tyrosine nitration (PTN) is a post-translational modification occurring under the action of a nitrating agent. Tyrosine is modified in the 3-position of the phenolic ring through the addition of a nitro group (NO2). In the present article, we review
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