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Merck
CN

130206

Nitroethane

reagent grade, ≥98.0%

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About This Item

Linear Formula:
CH3CH2NO2
CAS Number:
79-24-3
Molecular Weight:
75.07
PubChem Substance ID:
329749976
UNSPSC Code:
12352102
Beilstein/REAXYS Number:
1209324
MDL number:
MFCD00007404
Assay:
≥98.0%
Grade:
reagent grade
Bp:
114-115 °C (lit.)
Vapor pressure:
15.6 mmHg ( 20 °C)

Key Documents

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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

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 %

Quality Level

100

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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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

87.8 °F - closed cup

flash_point_c

31 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCG5146
MKBX1943V
MKBT1339V
MKBR0849V
MKBP0489V

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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)
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
Mechanism of oxidation of nitroethane by glucose oxidase
Porters.T.JD and Bright.JH
The Journal of Biological Chemistry, 252, 4361- 4370 (1977)
Hector Gutierrez-Bañuelos et al.
Journal of agricultural and food chemistry, 56(12), 4650-4658 (2008-05-22)
Nitroethane is a potent inhibitor of ruminal CH 4 production, a digestive inefficiency resulting in the loss of 2-15% of a ruminant's gross energy intake and an important emission source of this greenhouse gas. To assess the effect of nitroethane
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