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Merck
CN

T25003

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
NACRES:
NA.22
PubChem Substance ID:
24900040
UNSPSC Code:
12352100
EC Number:
208-094-7
MDL number:
MFCD00007391

Key Documents

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InChI

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

InChI key

NYTOUQBROMCLBJ-UHFFFAOYSA-N

SMILES string

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

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

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 and aromatic compounds. Employed in the photooxidation of sulfides to sulfoxides.

signalword

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

5.1A - Strongly oxidizing hazardous materials

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCR4612
MKBS3808V
MKBR8970V
MKBJ2873V
MKBC8697V

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Synthesis, 1057-1057 (1993)
J. Chem. Soc. Perkin Trans. II, 1719-1719 (1994)
Yuki Takano et al.
Oncotarget, 8(45), 78598-78613 (2017-11-08)
A primary tumor can create a premetastatic niche in distant organs to facilitate the development of metastasis. The mechanism by which tumor cells communicate with host cells to develop premetastatic niches is unclear. We focused on the role of microRNA
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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