ethyl 3-(diethoxyphosphoryl)propanoate

• ChemBase ID: 74924
• Molecular Formular: C9H19O5P
• Molecular Mass: 238.217921
• Monoisotopic Mass: 238.09701034
• SMILES: O(C(=O)CCP(=O)(OCC)OCC)CC
• Canonical SMILES: CCOC(=O)CCP(=O)(OCC)OCC
• InChI: InChI=1S/C9H19O5P/c1-4-12-9(10)7-8-15(11,13-5-2)14-6-3/h4-8H2,1-3H3
• InChIKey: JMJWCUOIOKBVNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(diethoxyphosphoryl)propanoate
• IUPAC Traditional name: ethyl 3-(diethoxyphosphoryl)propanoate
• Synonyms: Ethyl 3-(diethoxyphosphoryl)propanoate; Triethyl 3-phosphonopropionate; Diethyl [2-(ethoxycarbonyl)ethyl]phosphonate; 3-Phosphonopropionic acid triethyl ester; Diethyl (2-ethoxycarbonylethyl)phosphonate; Ethyl 3-(diethoxyphosphinyl)propionate; NSC 133823; Triethyl 3-phosphonopropionate; Ethyl 3-(diethoxyphosphoryl)propanoate; Diethyl 2-(ethoxycarbonyl)ethanephosphonate; 3-膦酰丙酸三乙酯; 3-膦酰丙酸三乙脂

Database IDs

• CAS Number: 3699-67-0
• MDL Number: MFCD00015167
• Beilstein Number: 1790966
• PubChem SID: 162039842; 24864408
• PubChem CID: 281204

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.76447964
• LogD (pH = 7.4): 0.76447964
• Log P: 0.76447964
• Molar Refractivity: 56.0653 cm^3
• Polarizability: 22.862322 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 123-124 °C/3 mmHg(lit.); 123-124°C°C/3mm; 127-129°C/2mm
• Flash Point: >110°C(230°F); >113 °C; >235.4 °F
• Density: 1.094; 1.094 g/mL at 25 °C(lit.)
• Refractive Index: 1.4330; n20/D 1.433(lit.)

Safety Information

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

Product Information

• Purity: 95+%; 98%
• Linear Formula: (C2H5O)2P(O)CH2CH2CO2C2H5

DETAILS

Sigma Aldrich - 391883

Packaging
25 mL in glass bottle
Application
Reactant for synthesis of:
• Sulfonyl hydroxamate derivatives for use as inhibitors of class ii fructosediphosphate aldolase1
• Imidazole glycerol phosphate dehydratase inhibitors2
• Competitive N-methyl-D-aspartate antagonists with analgesic activity3
• Farnesyl phosphonate derivatives of phenylalanine for inhibition of farnesyl protein transferase4Reactant for condensation reactions with isobutyraldehyde5