dibenzyl phosphonate

• ChemBase ID: 149802
• Molecular Formular: C14H15O3P
• Molecular Mass: 262.240861
• Monoisotopic Mass: 262.07588097
• SMILES: c1ccc(cc1)COP(=O)OCc1ccccc1
• Canonical SMILES: O=P(OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C14H15O3P/c15-18(16-11-13-7-3-1-4-8-13)17-12-14-9-5-2-6-10-14/h1-10,18H,11-12H2
• InChIKey: MIBXHGZAARWAGI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibenzyl phosphonate
• IUPAC Traditional name: dibenzyl phosphite
• Synonyms: Dibenzyl phosphonate; Dibenzyl phosphite; Phosphonic Acid, Dibenzyl Ester; Phosphonic Acid Bis(phenylmethyl) Ester; Dibenzyl Phosphite; Dibenzyl Hydrogen Phosphate; Dibenzyl phosphonate; Phosphorous acid dibenzyl ester; Dibenzylphosphonate; 二苄基亚磷酸酯; 亚磷酸二苄酯; 亚磷酸二苄酯, tech. 90+%

Database IDs

• CAS Number: 538-60-3; 17176-77-1
• EC Number: 241-226-1
• MDL Number: MFCD00004774
• Beilstein Number: 1982794
• Merck Index: 143014
• PubChem SID: 162243964; 24893776
• PubChem CID: 6334615

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.5592
• LogD (pH = 7.4): 3.5592
• Log P: 3.5592
• Molar Refractivity: 70.7619 cm^3
• Polarizability: 28.256344 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Light Yellow Oil
• Boiling Point: 110-120 °C/0.01 mmHg(lit.); 110-120°C/0.1mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.187; 1.187 g/mL at 25 °C(lit.)
• Refractive Index: 1.5540; n20/D 1.555(lit.)

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38-43
• Safety Statements: 24-26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H317
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 90+%; 95+%
• Grade: technical grade
• Linear Formula: (C6H5CH2O)2P(O)H

DETAILS

Sigma Aldrich - D36607

Packaging
5, 25, 100 g in glass bottle

REFERENCES

• A selective method for the phosphorylation of phenols involves reaction in the presence of N-ethyldiisopropylamine and DMAP to give the dibenzyl phenyl phosphate: Tetrahedron Lett., 37, 771 (1996).