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Sigma-Aldrich

Nitromethane

ReagentPlus®, ≥99.0%

Sinonimo/i:

Nitrocarbol

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About This Item

Formula empirica (notazione di Hill):
CH3NO2
Numero CAS:
Peso molecolare:
61.04
Beilstein:
1698205
Numero CE:
Numero MDL:
Codice UNSPSC:
12352102
ID PubChem:
NACRES:
NA.21

Densità del vapore

2.1 (vs air)

Tensione di vapore

2.7 mmHg

Nome Commerciale

ReagentPlus®

Saggio

≥99.0%

Forma fisica

liquid

Temp. autoaccensione

784 °F

Limite di esplosione

7.3 %, 33 °F

Indice di rifrazione

n20/D 1.382 (lit.)

pH

6.4 (20 °C, 0.01 g/L)

P. eboll.

101.2 °C (lit.)

Punto di fusione

−29 °C (lit.)

Densità

1.127 g/mL at 25 °C (lit.)

Stringa SMILE

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

InChI

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

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Descrizione generale

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.

Applicazioni

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.

Caratteristiche e vantaggi

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

Note legali

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

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

4.1A - Other explosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

95.0 °F - closed cup

Punto d’infiammabilità (°C)

35 °C - closed cup


Certificati d'analisi (COA)

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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)
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.
Atanu Bhattacharya et al.
The Journal of chemical physics, 136(2), 024321-024321 (2012-01-21)
Decomposition of electronically excited nitro-containing molecules with different X-NO(2) (X = C, N, O) moieties has been intensively investigated over the past decades; however, their decomposition behavior has not previously been compared and contrasted. Comparison of their unimolecular decomposition behavior
Eagleson M.
Concise Encyclopedia Chemistry, 696-696 (1994)

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