Triphenyl phosphate

Base Information

• Chemical Name: Triphenyl phosphate
• CAS No.: 115-86-6
• Deprecated CAS: 402955-02-6
• Molecular Formula: C18H15O4P
• Molecular Weight: 326.288
• Hs Code.: HOSPHATE PRODUCT IDENTIFICATION
• European Community (EC) Number: 204-112-2
• ICSC Number: 1062
• NSC Number: 57868
• UNII: YZE19Z66EA
• DSSTox Substance ID: DTXSID1021952
• Nikkaji Number: J2.469D
• Wikipedia: Triphenyl_phosphate
• Wikidata: Q418573
• Metabolomics Workbench ID: 55065
• ChEMBL ID: CHEMBL454511
• Mol file: 115-86-6.mol

Synonyms:triphenyl phosphate

Chemical Property of Triphenyl phosphate

Chemical Property:

• Appearance/Colour: colourless crystals
• Vapor Pressure: 1.3 mm Hg ( 200 °C)
• Melting Point: 47-53 °C
• Refractive Index: 1.552-1.563
• Boiling Point: 412.4 °C at 760 mmHg
• Flash Point: 201.2 °C
• PSA: 54.57000
• Density: 1.265 g/cm³
• LogP: 5.33150
• Storage Temp.: 2-8°C
• Solubility.: H2O: soluble0.0019g/L at 20°C
• Water Solubility.: insoluble
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 326.07079595
• Heavy Atom Count: 23
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

Triphenyl phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N,Xn,F
• Hazard Codes: Xn,N,F,Xi
• Statements: 22-38-40-48/20/22-50/53-52/53-36/37/38-67-66-36-11-51/53
• Safety Statements: 36/37-61-60-24/25-22-36-26-16-24-9

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: C1=CC=C(C=C1)OP(=O)(OC2=CC=CC=C2)OC3=CC=CC=C3
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Long Term Exposure: The substance may have effects on the peripheral nervous system. This may result in impaired functions.
• Uses: Triphenyl phosphate is known as a product with manifold fields of applications regarding its qualities in particular as a flame retardant. One primary use is as a flame retardant in phenolic- and phenylene oxide-based resins for the manufacture of electrical and automobile components, for auto upholstery, and as a nonflammable plasticizer in cellulose acetate for photographic films. It has also been used to impregnate roofing paper. Triphenyl phosphate occurs as a plasticizer in various lacquers and varnishes (O'Neil, 2006), and as a component of lubricating oil and hydraulic fluids (ACGIH, 2012).

Technology Process of Triphenyl phosphate

There total 104 articles about Triphenyl phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.8%

triphenyl phosphite (101-02-0) + phosphorous acid trimethyl ester (121-45-9) → phosphoric acid triphenyl ester (115-86-6) + dimethyl phenylphosphonite (18351-42-3) + diphenyl methylphosphonate (7526-26-3) + phenol (108-95-2,27073-41-2)

Guidance literature:

triphenyl phosphite; methyl iodide; at 20 - 240 ℃;

phosphorous acid trimethyl ester; at 210 - 260 ℃; for 4h; Product distribution / selectivity;

Reference yield: 6.7%

trichloromethylphosphonous dichloride (3582-11-4) + phenol (108-95-2,27073-41-2) → triphenyl phosphite (101-02-0) + chloroform (67-66-3,8013-54-5) + phosphoric acid triphenyl ester (115-86-6)

Guidance literature:

Reference yield:

C26H35O9P3S2 (65007-97-8) → sulfotep (3689-24-5) + phosphoric acid triphenyl ester (115-86-6) + C22H25O6P2S(1+)*C4H10BF3O3PS(1-)

Guidance literature:

With boron trifluoride diethyl etherate; at -80 - -60 ℃; Product distribution;

upstream raw materials:

triphenyl phosphite

bromobenzene

diphenylether

diphenyl sulfite

Downstream raw materials:

Triphenylphosphine oxide

phenol

ethyl diphenyl phosphate

benzoic acid phenyl ester

Refernces

• 1、 Nakagiri, Takuya,Murai, Masahito,Takai, Kazuhiko. "Stereospecific Deoxygenation of Aliphatic Epoxides to Alkenes under Rhenium Catalysis". . p. 3346 - 3349. Retrieved 2015.
• 2、 Slivinskii, E. V.,Markova, N. A.,Teleshev, A. T.,Korneeva, G. A.,Butkova, O. L.,et al.. "PROPERTIES OF TRIPHENYLPHOSPHITE-MODIFIED RHODIUM CARBONYL CATALYSTS FOR THE HYDROFORMYLATION OF 2-BUTENES". . p. 2457 - 2461. Retrieved 1990.
• 3、 Rusakov, I. A.,Shereshovets, V. V.,Abramova, N. A.,Maistrenko, V. N.,Murinov, Yu. I.. "VOLTAMMETRIC STUDY OF REACTIONS OF TRIPHENYLPHOSPHITE OZONIDE". . p. 65 - 67. Retrieved 1992.
• 4、 Thompson. "-". . p. 845,849. Retrieved 1961.
• 5、 David Mendenhall,Priddy, Duane B.. "A Reexamination of the Ozone-Triphenyl Phosphite System. The Origin of Triphenyl Phosphate at Low Temperatures". . p. 5783 - 5786. Retrieved 1999.
• 6、 Krishnakumar, V. K.,Sharma, M. M.. "Synthesis of Triaryl Phosphates via Phase-Transfer Catalysis". . p. 558 - 559. Retrieved 1983.
• 7、 Kazakov, D. V.,Kabal'nova, N. N.,Shereshovets, V. V.. "Pyridine catalyzed decomposition of triphenylphosphine ozonide". . . Retrieved 1995.
• 8、 Peng, Weimin,Shreeve, Jean'Ne M.. "Rapid and high yield oxidation of phosphine, phosphite and phosphinite compounds to phosphine oxides, phosphates and phosphinates using hypofluorous acid-acetonitrile complex". . p. 1054 - 1056. Retrieved 2005.
• 9、 Nycz, Jacek,Rachon, Janusz. "Reductive cleavage of the halogen-phosphorus, oxygen-phosphorus and phosphorus-phosphorus bonds with alkali metals". . p. 39 - 59. Retrieved 2000.
• 10、 Sagar,Thorat,Salunkhe. "Polymer supported reagents: An efficiant and simple method for the synthesis of triaryl phosphates". . p. 2029 - 2033. Retrieved 1994.