230731

Nitromethane

ReagentPlus^®, ≥99.0%

• Synonym(s): Nitrocarbol
• Empirical Formula (Hill Notation): CH₃NO₂
• CAS Number: 75-52-5
• Molecular Weight: 61.04
• Beilstein: 1698205
• EC Number: 200-876-6
• MDL number: MFCD00007400
• UNSPSC Code: 12352102
• PubChem Substance ID: 329752377
• NACRES: NA.21

Properties

• vapor density: 2.1 (vs air)
• Quality Level: 200
• vapor pressure: 2.7 mmHg
• product line: ReagentPlus^®
• Assay: ≥99.0%
• form: liquid
• autoignition temp.: 784 °F
• expl. lim.: 7.3 %, 33 °F
• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS07,GHS08
• Signal Word: Warning
• Hazard Statements: H226 - H302 + H332 - H351 - H361d
• Precautionary Statements: P202 - P210 - P233 - P301 + P312 - P304 + P340 + P312 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 3 - Repr. 2
• Storage Class Code: 4.1A - Other explosive hazardous materials
• WGK: WGK 2
• Flash Point(F): 95.0 °F - closed cup
• Flash Point(C): 35 °C - closed cup