230731
Nitromethane
ReagentPlus®, ≥99.0%
Sinónimos:
Nitrocarbol
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Fórmula empírica (notación de Hill):
CH3NO2
Número CAS:
Peso molecular:
61.04
UNSPSC Code:
12352102
NACRES:
NA.21
PubChem Substance ID:
EC Number:
200-876-6
Beilstein/REAXYS Number:
1698205
MDL number:
Assay:
≥99.0%
Bp:
101.2 °C (lit.)
Vapor pressure:
2.7 mmHg
Servicio técnico
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Permítanos ayudarlevapor density
2.1 (vs air)
Quality Level
vapor pressure
2.7 mmHg
product line
ReagentPlus®
assay
≥99.0%
form
liquid
autoignition temp.
784 °F
expl. lim.
7.3 %, 33 °F
dilution
(for general lab use)
refractive index
n20/D 1.382 (lit.)
pH
6.4 (20 °C, 0.01 g/L)
bp
101.2 °C (lit.)
mp
−29 °C (lit.)
density
1.127 g/mL at 25 °C (lit.)
SMILES string
C[N+]([O-])=O
InChI
1S/CH3NO2/c1-2(3)4/h1H3
InChI key
LYGJENNIWJXYER-UHFFFAOYSA-N
General description
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.
Application
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.
Features and Benefits
Nitromethane as high energy monopropellant exhibits
- Low toxicity.
- High specific impulse.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
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signalword
Warning
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 3 - Repr. 2
Clase de almacenamiento
4.1A - Other explosive hazardous materials
wgk
WGK 2
flash_point_f
95.0 °F - closed cup
flash_point_c
35 °C - closed cup
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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)
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)
Huachang Hong et al.
The Science of the total environment, 444, 196-204 (2012-12-29)
The formations of THMs, HAAs, and HNMs from chlorination and chloramination of water from Jinlan Reservoir were investigated in this study. Results showed that monochloramine rather than chlorine generally resulted in lower concentration of DBPs, and the DBPs formation varied