1,4-diethyl 2-methyl-3-oxobutanedioate

• ChemBase ID: 88407
• Molecular Formular: C9H14O5
• Molecular Mass: 202.20446
• Monoisotopic Mass: 202.08412355
• SMILES: O(C(=O)C(=O)C(C(=O)OCC)C)CC
• Canonical SMILES: CCOC(=O)C(=O)C(C(=O)OCC)C
• InChI: InChI=1S/C9H14O5/c1-4-13-8(11)6(3)7(10)9(12)14-5-2/h6H,4-5H2,1-3H3
• InChIKey: OQOCQBJWOCRPQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diethyl 2-methyl-3-oxobutanedioate
• IUPAC Traditional name: diethyl oxalpropionate
• Synonyms: Diethyl 2-methyl-3-oxobutane-1,4-dioate; Diethyl oxalpropionate; Diethyl 2-methyl-3-oxosuccinate; Diethyl 2-methyl-3-oxosuccinate; Methyloxo-butanedioic acid diethyl ester; NSC 33946; Diethyl oxalpropionate; 草酰丙酸二乙酯

Database IDs

• CAS Number: 759-65-9
• EC Number: 212-071-7
• MDL Number: MFCD00009163
• Beilstein Number: 1783697
• PubChem SID: 24886863; 162075365; 24848348
• PubChem CID: 97750

CALCULATED PROPERTIES

• Acid pKa: 8.635299
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7395107
• LogD (pH = 7.4): 1.7154714
• Log P: 1.7398261
• Molar Refractivity: 47.9437 cm^3
• Polarizability: 19.037762 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 138 °C/23 mmHg(lit.); 138°C°C/23mm
• Flash Point: 206.6 °F; 97 °C
• Density: 1.073; 1.073 g/mL at 25 °C(lit.)
• Refractive Index: 1.4320; n20/D 1.432(lit.); n20/D 1.433

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: ≥95%; ≥95.0% (GC)
• Grade: purum
• Linear Formula: C2H5OCOCH(CH3)COCOOC2H5

DETAILS

Sigma Aldrich - 137766

Packaging
25, 100 g in glass bottle
Application
Reactant involved in:
• Synthesis of anticancer and antiviral agents1
• Oxidation by organohypervalent iodine reagent2
• Synthesis of monomers for preparation of functional polyesters3
• Synthesis of calpain inhibitors4
• Preparation of human A2A receptor antagonists5
• Structural studies of dihydropteroate synthase inhibitors6

Sigma Aldrich - 75680

Application
Reactant involved in:
• Synthesis of anticancer and antiviral agents1
• Oxidation by organohypervalent iodine reagent2
• Synthesis of monomers for preparation of functional polyesters3
• Synthesis of calpain inhibitors4
• Preparation of human A2A receptor antagonists5
• Structural studies of dihydropteroate synthase inhibitors6