nitroethane

• ChemBase ID: 128617
• Molecular Formular: C2H5NO2
• Molecular Mass: 75.0666
• Monoisotopic Mass: 75.03202841
• SMILES: CC[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)CC
• InChI: InChI=1S/C2H5NO2/c1-2-3(4)5/h2H2,1H3
• InChIKey: MCSAJNNLRCFZED-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: nitroethane
• IUPAC Traditional name: nitroethane anion; nitroetan
• Synonyms: Nitroethane; Nitroethane; 硝基乙烷

Database IDs

• CAS Number: 79-24-3
• EC Number: 201-188-9
• MDL Number: MFCD00007404
• Beilstein Number: 1209324
• Merck Index: 146597
• PubChem SID: 162222924; 24853659; 24847950
• PubChem CID: 6587
• CHEBI ID: 16268
• CHEMBL: 15625
• Chemspider ID: 6338
• KEGG ID: C01837
• Wikipedia Title: Nitroethane

CALCULATED PROPERTIES

• Acid pKa: 9.098764
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.38553333
• LogD (pH = 7.4): 0.37704837
• Log P: 0.3856426
• Molar Refractivity: 16.332 cm^3
• Polarizability: 6.4288325 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: slightly soluble (4.6 g/100 ml at 20°C) in water
• Melting Point: -89°C; -90 °C(lit.); -90°C
• Boiling Point: 112.0–116.0 °C (385.2–389.2 K); 112-115°C; 114-115 °C(lit.)
• Flash Point: 28 °C; 30°C(86°F); 31 °C; 87.8 °F
• Auto Ignition Point: 778 °F
• Density: 1.045 g/mL at 25 °C(lit.); 1.046; 1.054 g/cm^3, liquid
• Refractive Index: 1.3920; n20/D 1.391(lit.)
• Vapor Pressure: 15.6 mmHg ( 20 °C)
• Vapor Density: 2.58 (vs air)
• Viscosity: 0.677 Pa·s at 20 °C

Safety Information

• RTECS: KI5600000
• European Hazard Symbols: Toxic (T); X; Harmful (Xn)
• UN Number: 2842; UN 2842; UN2842
• German water hazard class: 2; 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-20/22; 45-10-20/22; R5 R10 R22
• Safety Statements: 53-45; 9-25-41; S41
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06; GHS07; GHS08
• GHS Signal Word: Danger; Warning
• Main Hazard: Flammable, harmful
• GHS Hazard statements: H226-H302-H331-H350; H226-H302-H332
• GHS Precautionary statements: P201-P261-P311; P210-P241-P261-P303+P361+P353-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2842 3/PG 3

Product Information

• Purity: ≥98.0%; 99%; 99.5%
• Grade: reagent grade; ReagentPlus®
• Linear Formula: CH3CH2NO2

DETAILS

Sigma Aldrich - 130206

Other Notes
major impurity is 2-nitropropane
Packaging
1, 3 kg in glass bottle

Sigma Aldrich - 227870

Packaging
10, 50 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

REFERENCES

• For further reactions of aliphatic nitro-compounds, see Nitromethane, A11806.
• Aldehydes are converted to nitriles in one step in the presence of NaOAc/AcOH (NH₄OAc gives the "expected" alkylidene derivative): Synthesis, 510 (1985):
  
• For a review of the use of nitro-compounds as alkyl anion synthons, including methods for removing the nitro-group from the resulting carbon skeletons, see: Synthesis, 833 (1988).