(3Z)-3-(hydroxyimino)butan-2-one

• ChemBase ID: 295322
• Molecular Formular: C4H7NO2
• Molecular Mass: 101.10388
• Monoisotopic Mass: 101.04767847
• SMILES: C/C(=N/O)/C(=O)C
• Canonical SMILES: C/C(=N/O)/C(=O)C
• InChI: InChI=1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3-
• InChIKey: FSEUPUDHEBLWJY-HYXAFXHYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3Z)-3-(hydroxyimino)butan-2-one
• IUPAC Traditional name: (3Z)-3-(hydroxyimino)butan-2-one
• Synonyms: Diacetyl monoxime; 2,3-Butanedione monoxime; 2,3-丁烷二酮一肟

Database IDs

• CAS Number: 57-71-6
• EC Number: 200-348-5
• MDL Number: MFCD00002116
• Beilstein Number: 605582
• PubChem SID: 180680853
• PubChem CID: 6398997

CALCULATED PROPERTIES

• Acid pKa: 6.504975
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.364179
• LogD (pH = 7.4): -0.52803445
• Log P: 0.40497926
• Molar Refractivity: 25.3625 cm^3
• Polarizability: 9.643563 Å^3
• Polar Surface Area: 49.66 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 74-77°C
• Boiling Point: 185-186°C

Safety Information

• Storage Warning: Hygroscopic
• RTECS: EK3150000
• TSCA Listed: 是

Product Information

• Purity: 99%

REFERENCES

• Formation of the silyl enol ether (1-aza-3-siloxy-1,3-butadiene), followed by hetero Diels-Alder reaction with Dimethyl acetylenedicarboxylate, A11437 affords a highly-functionalized pyridine: Tetrahedron, 62, 5454 (2006).
• Reagent for colorimetric determination of urea: Anal. Biochem., 97, 421 (1979). Reagent for Co, Ni, Pd and Re: Talanta, 26, 425 (1979).