ethenyl carbamate

• ChemBase ID: 179519
• Molecular Formular: C3H5NO2
• Molecular Mass: 87.0773
• Monoisotopic Mass: 87.03202841
• SMILES: C=COC(=O)N
• Canonical SMILES: NC(=O)OC=C
• InChI: InChI=1S/C3H5NO2/c1-2-6-3(4)5/h2H,1H2,(H2,4,5)
• InChIKey: LVLANIHJQRZTPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethenyl carbamate
• IUPAC Traditional name: vinyl carbamate
• Synonyms: Ethenyl Ester Carbamic Acid; Vinyl Ester Carbamic Acid; NSC 133266; Vinyl Carbamate

Database IDs

• CAS Number: 15805-73-9
• PubChem SID: 164235429
• PubChem CID: 27492

CALCULATED PROPERTIES

• Acid pKa: 15.171999
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.09367721
• LogD (pH = 7.4): 0.093677215
• Log P: 0.09367721
• Molar Refractivity: 19.7817 cm^3
• Polarizability: 7.9805565 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 52-54°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - V375000

A potent promutagen. Also mutagenic to Salmonella typhimurium TA 1535 and TA 100 in the presence of reduced nicotinamide adenine dinucleotide phosphate-fortified rat or mouse liver mitochondrial supernatant fractions.

REFERENCES

• Dahl, G.A., et al.: Cancer Research, 38, 3793 (1978)
• Dahl, G.A., et al.: Cancer Research, 40, 1194 (1978)
• Leithauser, M.T. et al.: Carcinogenesis, 11, 3, 463 (1990)