1,5-diethyl (2Z)-2-(hydroxyimino)-3-oxopentanedioate

• ChemBase ID: 170662
• Molecular Formular: C9H13NO6
• Molecular Mass: 231.20262
• Monoisotopic Mass: 231.07428714
• SMILES: C(=O)(CC(=O)/C(=N/O)/C(=O)OCC)OCC
• Canonical SMILES: CCOC(=O)CC(=O)/C(=N/O)/C(=O)OCC
• InChI: InChI=1S/C9H13NO6/c1-3-15-7(12)5-6(11)8(10-14)9(13)16-4-2/h14H,3-5H2,1-2H3/b10-8-
• InChIKey: IUBHIMWXYDFMLJ-NTMALXAHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,5-diethyl (2Z)-2-(hydroxyimino)-3-oxopentanedioate
• IUPAC Traditional name: 1,5-diethyl (2Z)-2-(hydroxyimino)-3-oxopentanedioate
• Synonyms: 2-(Hydroxyimino)-3-oxo-pentanedioic Acid Diethyl Ester; 2,3-Dioxo-glutaric Acid Diethyl Ester 2-Oxime; 2-(Hydroxyimino)-3-oxo-pentanedioic Acid 1,5-Diethyl Ester

Database IDs

• CAS Number: 996-75-8
• PubChem SID: 164226572
• PubChem CID: 21855957

CALCULATED PROPERTIES

• Acid pKa: 0.80294347
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.8788393
• LogD (pH = 7.4): -0.88167596
• Log P: 1.4955392
• Molar Refractivity: 52.5369 cm^3
• Polarizability: 20.563997 Å^3
• Polar Surface Area: 102.26 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Diethyl Ether; Ethyl Acetate

DETAILS

Toronto Research Chemicals - H943315

Used in the preparation of Isoxazole derivatives.

REFERENCES

• Silverman, R.: J. Heterocyc. Chem. 15, 1519 (1978)