diethyl (2-oxobutyl)phosphonate

• ChemBase ID: 136244
• Molecular Formular: C8H17O4P
• Molecular Mass: 208.191941
• Monoisotopic Mass: 208.08644565
• SMILES: CCC(=O)CP(=O)(OCC)OCC
• Canonical SMILES: CCOP(=O)(CC(=O)CC)OCC
• InChI: InChI=1S/C8H17O4P/c1-4-8(9)7-13(10,11-5-2)12-6-3/h4-7H2,1-3H3
• InChIKey: GQBVFZDYDHGZPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (2-oxobutyl)phosphonate
• IUPAC Traditional name: diethyl 2-oxobutylphosphonate
• Synonyms: (2-Oxobutyl)phosphonic acid diethyl ester; Diethyl propanoylmethylphosphonate; Diethyl (2-oxobutyl)phosphonate; 二乙基(2-氧丁基)膦

Database IDs

• CAS Number: 1067-73-8
• MDL Number: MFCD03427248
• PubChem SID: 162230515; 24879913
• PubChem CID: 4662402

CALCULATED PROPERTIES

• Acid pKa: 14.940331
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.2643557
• LogD (pH = 7.4): 1.2643557
• Log P: 1.2643557
• Molar Refractivity: 50.2738 cm^3
• Polarizability: 20.291246 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.072 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4360(lit.)

Safety Information

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

Product Information

• Purity: 96%
• Linear Formula: (C2H5O)2PCH2COCH2CH3

DETAILS

Sigma Aldrich - 561053

Packaging
1, 5 mL in glass bottle
Application
Reactant for synthesis of:
• Oxa(bicyclo)octanone for use in preparing cycloheptane annulated furans1
• Anatoxin-a and homoanatoxin via the Wittig reaction2
• α-Methylene-β-amino ketones3
• 2-Amino-5-phosphono- and 2-amino-4-(phosphonomethyl)thiophenes using the Gewald reaction4
• Aliphatic musk odorants5
• Oxoalkylphosphonates6