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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
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)
Metal ion encapsulation: cobalt cages derived from polyamines, formaldehyde, and nitromethane.
Geue RJ, et al.
Journal of the American Chemical Society, 106(19), 5478-5488 (1984)
Benedek Vakulya et al.
Organic letters, 7(10), 1967-1969 (2005-05-07)
Cinchona alkaloid-derived chiral bifunctional thiourea organocatalysts were synthesized and applied in the Michael addition between nitromethane and chalcones with high ee and chemical yields.
Eagleson M.
Concise Encyclopedia Chemistry, 696-696 (1994)
Wenguo Yang et al.
Chemistry, an Asian journal, 7(4), 771-777 (2012-02-10)
Through the cleavage of the C-C bond, the first catalytic tandem conjugate addition-elimination reaction of Morita-Baylis-Hillman C adducts has been presented. Various S(N)2'-like C-, S-, and P-allylic compounds could be obtained with exclusive E configuration in good to excellent yields.
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