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130206

Sigma-Aldrich

Nitroethane

reagent grade, ≥98.0%

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About This Item

Linear Formula:
CH3CH2NO2
CAS Number:
79-24-3
Molecular Weight:
75.07
Beilstein:
1209324
MDL number:
MFCD00007404
UNSPSC Code:
12352102
PubChem Substance ID:
329749976

grade

reagent grade

vapor density

2.58 (vs air)

vapor pressure

15.6 mmHg ( 20 °C)

Assay

≥98.0%

form

liquid

autoignition temp.

778 °F

expl. lim.

3.4 %

refractive index

n20/D 1.391 (lit.)

bp

114-115 °C (lit.)

mp

−90 °C (lit.)

solubility

acetone: soluble(lit.)
alcohol: soluble(lit.)
water: slightly soluble(lit.)

density

1.045 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C2H5NO2/c1-2-3(4)5/h2H2,1H3

InChI key

MCSAJNNLRCFZED-UHFFFAOYSA-N

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General description

Nitroethane reacts with sodium to afford sodium-nitroethane. Solution of nitroethane in caustic potash reacts with bromine to afford monobromnitroethane. It can undergo nitroaldol (Henry) condensation reaction with various aldehydes in the presence of copper(II) arylhydrazone complexes (catalyst).
pK of nitroethane is 8.60.4
Nitroethane is an aprotic solvent with high polarity, which on oxidation with glucose oxidase gives nitrite, acetaldehyde and hydrogen peroxide as the major products.

Application

Nitroethane may be used in the synthesis of the following compounds:
  • β-nitro amine derivatives
  • β-aryl nitroethylenes
  • 2-alkylthio-3-alkylamino-1-aryl(hetaryl)-4-nitropentene

Other Notes

major impurity is 2-nitropropane

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 1B - Flam. Liq. 3 - Muta. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Copper (II) arylhydrazone complexes as catalysts for C-H activation in the Henry reaction in water
Ma Z, et al.
J. Mol. Catal. A: Chem. (2016)
Volumetric and Viscometric Properties of Binary Mixtures of Aliphatic Alcohols (C1- C4) with Nitroethane from 293.15 K to 313.15 K
Tu H-C, et al.
Journal of Chemical and Engineering Data, 45(3), 450-456 (2000)
Mechanism of oxidation of nitroethane by glucose oxidase
Porters.T.JD and Bright.JH
The Journal of Biological Chemistry, 252, 4361- 4370 (1977)
Limin Xiang et al.
Nature communications, 9(1), 1435-1435 (2018-04-14)
Under ambient conditions, the behavior of a solid surface is often dominated by a molecularly thin adsorbed layer (adlayer) of small molecules. Here we develop an optical approach to unveil the nanoscale structure and composition of small-molecule adlayers on glass
Robin C Anderson et al.
Bioresource technology, 101(14), 5345-5349 (2010-03-03)
Ruminal methanogenesis is considered a digestive inefficiency that results in the loss of 2-12% of the host's gross energy intake and contributes nearly 20% to the United States annual CH(4) emissions. Presently, the effects of the known CH(4) inhibitor, nitroethane
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