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Merck
CN

230731

Sigma-Aldrich

硝基甲烷

ReagentPlus®, ≥99.0%

别名:

Nitrocarbol

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About This Item

经验公式(希尔记法):
CH3NO2
CAS号:
分子量:
61.04
Beilstein:
1698205
EC 号:
MDL编号:
UNSPSC代码:
12352102
PubChem化学物质编号:
NACRES:
NA.21
方案:
≥99.0%
沸点:
101.2 °C (lit.)
蒸汽压:
2.7 mmHg

蒸汽密度

2.1 (vs air)

质量水平

蒸汽压

2.7 mmHg

产品线

ReagentPlus®

方案

≥99.0%

表单

liquid

自燃温度

784 °F

expl. lim.

7.3 %, 33 °F

折射率

n20/D 1.382 (lit.)

pH值(酸碱度)

6.4 (20 °C, 0.01 g/L)

沸点

101.2 °C (lit.)

mp

−29 °C (lit.)

密度

1.127 g/mL at 25 °C (lit.)

SMILES字符串

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

InChI

1S/CH3NO2/c1-2(3)4/h1H3

InChI key

LYGJENNIWJXYER-UHFFFAOYSA-N

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一般描述

Nitromethane (CH3NO2) is the simplest nitro organic compound used for a wide range of applications, including as polar solvents to racing fuel. It serves as a solvent for organic chemistry and as a valuable building block for various useful compounds like nitroalkanes, β-nitroalcohols, nitroalkenes, carbonyl compounds, amines, and heterocycles. In industry, nitromethane can be used to stabilize halogenated hydrocarbons.

应用

Nitromethane can be used:
  • As a reagent in the synthesis of 3-nitroindoles by arylation with N-(2-bromoaryl) imidates using palladium catalyst.
  • As a cyanating reagent for the synthesis of thiocyanates in presence of base (KOAc) and iodine.
  • In the preparation of cobalt cage complexes from polyamines and formaldehyde.
  • As a solvent in the preparation of β-substituted γ-nitroaldehydes by enantioselective cross-coupling of β-arylated or γ,δ-unsaturated aldehydes using oxidizing agent DDQ (2,3-dichloro-5,6-dicyanoquinone) and catalyst diphenylprolinol silyl ether.

特点和优势

Nitromethane as high energy monopropellant exhibits
  • Low toxicity.
  • High specific impulse.

法律信息

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

警示用语:

Warning

危险分类

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 3 - Repr. 2

储存分类代码

4.1A - Other explosive hazardous materials

WGK

WGK 2

闪点(°F)

95.0 °F - closed cup

闪点(°C)

35 °C - closed cup

法规信息

易制爆化学品
危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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The catalytic chemistry of nitromethane over Co-ZSM5 and other catalysts in connection with the methane-NOxSCR reaction.
Cowan AD, et al.
J. Catal., 176(2), 329-343 (1998)
Xin Yang et al.
Environmental science & technology, 46(23), 12832-12838 (2012-11-17)
Nitrogenous disinfection byproducts (N-DBPs) such as haloacetonitriles (HANs) and halonitromethanes (HNMs) are formed during water chlorination. Preozonation is sometimes applied to control trihalomethane (THM) formation, but this may risk promoting the formation of HNMs and HANs. The role of ozone
F Ferreira da Silva et al.
The Journal of chemical physics, 135(17), 174504-174504 (2011-11-11)
Results of a detailed study on electron interactions with nitromethane (CH(3)NO(2)) embedded in helium nanodroplets are reported. Anionic and cationic products formed are analysed by mass spectrometry. When the doped helium droplets are irradiated with low-energy electrons of about 2
Construction of an all-carbon quaternary stereocenter by the peptide-catalyzed asymmetric Michael addition of nitromethane to β-disubstituted α,β-unsaturated aldehydes.
Kengo Akagawa et al.
Angewandte Chemie (International ed. in English), 51(51), 12786-12789 (2012-11-13)
Ryan R Walvoord et al.
Organic letters, 14(16), 4086-4089 (2012-07-31)
An efficient cross-coupling reaction of aryl halides and nitromethane was developed with the use of parallel microscale experimentation. The arylnitromethane products are precursors for numerous useful synthetic products. An efficient method for their direct conversion to the corresponding oximes and

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