diethyl (hydroxymethyl)phosphonate

• ChemBase ID: 74930
• Molecular Formular: C5H13O4P
• Molecular Mass: 168.128081
• Monoisotopic Mass: 168.05514553
• SMILES: P(=O)(OCC)(OCC)CO
• Canonical SMILES: OCP(=O)(OCC)OCC
• InChI: InChI=1S/C5H13O4P/c1-3-8-10(7,5-6)9-4-2/h6H,3-5H2,1-2H3
• InChIKey: RWIGWWBLTJLKMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl (hydroxymethyl)phosphonate
• IUPAC Traditional name: diethyl hydroxymethylphosphonate
• Synonyms: Diethyl(hydroxymethyl)phosphonate; (Hydroxymethyl)phosphonic acid diethyl ester; Diethyl phosphonomethanol; Diethyl (hydroxymethyl)phosphonate; DIETHYL HYDROXYMETHYLPHOSPHONATE; Diethyl (hydroxymethyl)phosphonate; Hydroxymethylphosphonic acid diethyl ester; Diethyl hydroxymethylphosphonate; 羟甲基膦酸二乙酯; 羟甲基磷酸二乙酯

Database IDs

• CAS Number: 3084-40-0
• EC Number: 221-391-6
• MDL Number: MFCD00014418
• PubChem SID: 24864471; 162039848
• PubChem CID: 76513

CALCULATED PROPERTIES

• Acid pKa: 12.845548
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.17458798
• LogD (pH = 7.4): 0.17458645
• Log P: 0.174588
• Molar Refractivity: 37.2998 cm^3
• Polarizability: 15.372693 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 124-126 °C/3 mmHg(lit.); 124-126°C/3mm
• Flash Point: >113 °C; >235.4 °F; 110°C(230°F)
• Density: 1.14; 1.14 g/mL at 25 °C(lit.)
• Refractive Index: 1.444; n20/D 1.444(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; tech. 85%
• Grade: technical grade
• Linear Formula: HOCH2P(O)(OC2H5)2

DETAILS

MP Biomedicals - 05219693

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 392626

Packaging
25 mL in glass bottle
Application
Reactant for synthesis of:
• α And β-dialkoxyphosphoryl isothiocyanate used in antiproliferative studies1
• Dendritic polyglycerol anions for L-selectin inhibition2
• Phosphonates for anti-HIV-1 activity3
• Homo and copolymers of phosphonated norbornenes4Involved in studies of FBPase inhibition by phosphonic acid-containing thaizoles5Reactant for Mitsunobu reactions6