diphenyl phosphonate

• ChemBase ID: 151256
• Molecular Formular: C12H11O3P
• Molecular Mass: 234.187701
• Monoisotopic Mass: 234.04458084
• SMILES: c1ccc(cc1)OP(=O)Oc1ccccc1
• Canonical SMILES: O=P(Oc1ccccc1)Oc1ccccc1
• InChI: InChI=1S/C12H11O3P/c13-16(14-11-7-3-1-4-8-11)15-12-9-5-2-6-10-12/h1-10,16H
• InChIKey: OGBPILLJZSJJRC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diphenyl phosphonate
• IUPAC Traditional name: diphenyl phosphonate
• Synonyms: Diphenoxyphosphine oxide; Diphenyl phosphonate; NSC 43786; Diphenyl phosphite; diphenyl phosphonate; 亚磷酸二苯酯

Database IDs

• CAS Number: 4712-55-4
• EC Number: 225-202-8
• MDL Number: MFCD00044497
• Beilstein Number: 2051909
• PubChem SID: 24867027; 24893627; 162245412
• PubChem CID: 6327546

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.3694
• LogD (pH = 7.4): 3.3694
• Log P: 3.3694
• Molar Refractivity: 61.0919 cm^3
• Polarizability: 24.54096 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 12 - 14°C; 12 °C(lit.)
• Boiling Point: 218-219 °C/26 mmHg(lit.)
• Flash Point: 176 °C; 348.8 °F
• Density: 1.223 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.558; n20/D 1.558(lit.)
• Vapor Pressure: 5 mmHg ( 140 °C)
• Vapor Density: 8.1 (vs air)
• Hydrophobicity(logP): 2.155

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95% (GC); 95%; 95+%
• Grade: technical
• Impurities: ≤15% phenol
• Linear Formula: (C6H5O)2P(O)H

DETAILS

Sigma Aldrich - D210803

Packaging
100, 500 g in glass bottle
Application
Reactant involved in:
• Synthesis of N-benzylarylamide and di-Ph α-aminomethanephosphonate derivatives used as additives for thermooxidative stability of ester-based oils1
• One-pot three-component Kabachnik-Fields reactions2,3
• Visible light mediated oxidative phosphonylations of amines4
• Modified asymmetric Pudovik addition with haloketones5
• Tandem decarboxylation-coupling with natural alpha-amino acids6

Sigma Aldrich - 43155

Application
Reactant involved in:
• Synthesis of N-benzylarylamide and di-Ph α-aminomethanephosphonate derivatives used as additives for thermooxidative stability of ester-based oils1
• One-pot three-component Kabachnik-Fields reactions2,3
• Visible light mediated oxidative phosphonylations of amines4
• Modified asymmetric Pudovik addition with haloketones5
• Tandem decarboxylation-coupling with natural alpha-amino acids6