nitrocyclopentane

• ChemBase ID: 145018
• Molecular Formular: C5H9NO2
• Molecular Mass: 115.13046
• Monoisotopic Mass: 115.06332853
• SMILES: C1CCC(C1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)C1CCCC1
• InChI: InChI=1S/C5H9NO2/c7-6(8)5-3-1-2-4-5/h5H,1-4H2
• InChIKey: CJSZWOGCKKDSJG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: nitrocyclopentane
• IUPAC Traditional name: nitrocyclopentane
• Synonyms: Nitrocyclopentane; 硝基环戊烷

Database IDs

• CAS Number: 2562-38-1
• EC Number: 219-884-6
• MDL Number: MFCD00001362
• Beilstein Number: 907079
• PubChem SID: 24856342; 162239228
• PubChem CID: 75714

CALCULATED PROPERTIES

• Acid pKa: 10.07622
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.383525
• LogD (pH = 7.4): 1.3826226
• Log P: 1.3835365
• Molar Refractivity: 27.9966 cm^3
• Polarizability: 11.166473 Å^3
• Polar Surface Area: 43.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 179-180°C; 180 °C(lit.)
• Flash Point: 152.6 °F; 67 °C; 67°C(152°F)
• Density: 1.082; 1.086 g/mL at 25 °C(lit.)
• Refractive Index: 1.4540; n20/D 1.454(lit.)

Safety Information

• RTECS: GY4657500
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 20/22; 36/37/38
• Safety Statements: 23-36; 26-36/37/39
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H332-H227; H315-H319-H335
• GHS Precautionary statements: P210-P261-P301+P310-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 99%
• Linear Formula: C5H9NO2

DETAILS

Sigma Aldrich - 269719

Packaging
1 g in glass bottle

REFERENCES

• Oxidation of the Na salts of sec-nitro-compounds with ferricyanide in the presence of nucleophiles such as CN^-, NO₂^- or benzenesulfinate anion provides a valuable route to ɑ-nitronitriles, gem-dinitro-compounds, ɑ-nitrosulfones, etc.: J. Org. Chem., 48, 332 (1983). ɑ-Nitronitriles react with nitronate anions to give ?-nitronitriles in excellent yield: J. Org. Chem., 49, 358 (1984):