triphenyl phosphate

• ChemBase ID: 130024
• Molecular Formular: C18H15O4P
• Molecular Mass: 326.283061
• Monoisotopic Mass: 326.07079559
• SMILES: O=P(Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1
• Canonical SMILES: O=P(Oc1ccccc1)(Oc1ccccc1)Oc1ccccc1
• InChI: InChI=1S/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H
• InChIKey: XZZNDPSIHUTMOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenyl phosphate
• IUPAC Traditional name: triphenyl phosphate
• Synonyms: Triphenyl phosphate solution; Triphenyl phosphate; Triphenyl phosphate; Phosphoric Acid Triphenyl Ester; Celluflex TPP; Disflamoll TP; NSC 57868; Phenyl Phosphate; Phoscon FR 903N; Phosflex TPP; Reofos TPP; S 4; Sumilizer TPP; TP; TPP; TPPA; TTP; Triphenoxyphosphine Oxide; Wako TPP; 磷酸三苯酯 溶液; 磷酸三苯酯 溶液; 磷酸三苯酯溶液; 磷酸三苯酯

Database IDs

• CAS Number: 115-86-6
• EC Number: 204-112-2
• MDL Number: MFCD00003031
• Beilstein Number: 1888236
• Merck Index: 149742
• PubChem SID: 24889786; 24871702; 24846710; 162224309; 24882069; 24879221; 24868016; 24854472
• PubChem CID: 8289
• CHEBI ID: 35033
• CHEMBL: 454511
• Chemspider ID: 7988
• Wikipedia Title: Triphenyl_phosphate

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.0876536
• LogD (pH = 7.4): 5.0876536
• Log P: 5.0876536
• Molar Refractivity: 87.4316 cm^3
• Polarizability: 34.795486 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: organic solvents
• Apperance: colourless liquid
• Melting Point: 48-50 °C; 48-50 °C(lit.); 48-52°C
• Boiling Point: 244 °C 10 mm Hg; 244 °C/10 mmHg(lit.); 247-250°C/11mm
• Flash Point: 1.4 °F; -17 °C; -19 °C; -2.2 °F; 220 °C; 223°C(433°F); 428 °F
• Density: 1.184 g/mL
• Vapor Pressure: 1.3 mmHg ( 200 °C)

Safety Information

• RTECS: TC8400000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Irritant (Xi); Harmful (Xn)
• UN Number: 1090; 1888; 2398; 3077; UN3077
• German water hazard class: 1; 2; 3
• Hazard Class: 3; 6.1; 9
• Packing Group: 2; 3; III
• Risk Statements: 11-36-51/53-66-67; 22-38-40-48/20/22-51/53; 38-52/53; 50/53
• Safety Statements: 16-26-61; 36/37-61; 60-61; 61
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07; GHS08; GHS09
• GHS Signal Word: Danger; Warning
• Main Hazard: harmful
• GHS Hazard statements: H225-H319-H336; H302-H315-H351-H373; H315; H315-H351-H373; H400; H400-H410
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P273; P273-P391-P501A; P281
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves
• RID/ADR: UN 1090 3/PG 2; UN 1888 6.1/PG 3; UN 2398 3/PG 2; UN 3077 9/PG 3
• Supplemental Hazard Statements: Repeated exposure may cause skin dryness or cracking.
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); ≥99%; 98%
• Concentration: 0.0485 M; 0.0485 M in acetone-d6 (99.9 atom % D); 0.0485 M in chloroform-d (99.8 atom % D); 500 μg/mL in methyl tert-butyl ether
• Grade: analytical standard; NMR reference standard; purum
• Isotopic Purity: 99.8 atom % D
• Packaging: ampule of 1 mL; ampule of 1000 mg
• Suitability: suitable for 507 per US EPA
• Impurities: phenol, none detected
• NMR tube O.D. × L: 10 mm × 8 in.; 5 mm × 8 in.
• Feature: standard type internal
• NMR tube wall thickness: 0.24 mm , ultra-thin wall
• NMR tube O.D.: 10 mm; 3 mm; 5 mm
• Linear Formula: (C6H5O)3PO

DETAILS

Sigma Aldrich - 733792

Features and Benefits
31P sensitivity

Sigma Aldrich - 241288

Packaging
50 g in glass bottle

Sigma Aldrich - 733741

Features and Benefits
31P sensitivity

Sigma Aldrich - 708968

Features and Benefits
31P sensitivity

Sigma Aldrich - 611735

Features and Benefits
31P sensitivity
Quantity
10mm X 8in. tube, contains 3.175mL

Sigma Aldrich - 551392

Features and Benefits
31P sensitivity
Quantity
5mm X 8in. tube, contains 0.70mL

Sigma Aldrich - 736368

Features and Benefits
31P sensitivity

Toronto Research Chemicals - T808990

Triphenyl Phosphate is used in the insecticidal composition. Also acts as a flame retardant.

REFERENCES

• Stumpf, N., et al.: J. Econ. Entomol., 94, 1577 (2001)
• Ay, R., et al.: J. Pest. Sci., 78, 139 (2001)
• Kang, C., et al.: J. Appl. Entomol., 130, 377 (2001)
• Xia, X. et al.: J. Elec. Soc., 159, A1834 (2001)
• Reaction with a secondary alcohol in the presence of a base, e.g. quinoline, gives the diphenyl phosphate ester of the alcohol. This undergoes thermal elimination in sulfolane or NMP to provide the corresponding alkene. The method has clear advantages in terms of yield and toxicity over analogous routes to alkenes, such as the Chugaev xanthate thermolysis or heating the alcohol in HMPA: Synthesis, 1300 (1995). See also Diphenyl phosphorochloridate, A13546.