Diphenyl phosphate

Base Information

• Chemical Name: Diphenyl phosphate
• CAS No.: 838-85-7
• Molecular Formula: C12H11O4P
• Molecular Weight: 250.191
• Hs Code.: 29190090
• Nikkaji Number: J935.808K
• Mol file: 838-85-7.mol

Synonyms:NSC 6518;Phenyl phosphate((PhO)2(HO)PO);Diphenylhydrogen phosphate;

Chemical Property of Diphenyl phosphate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Melting Point: 62-66 °C(lit.)
• Refractive Index: 1.6250
• Boiling Point: 377.7 °C at 760 mmHg
• PKA: 1.12±0.50(Predicted)
• Flash Point: 182.3 °C
• PSA: 65.57000
• Density: 1.338 g/cm³
• LogP: 3.24480
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in benzene. Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 249.03167079
• Heavy Atom Count: 17
• Complexity: 237

Purity/Quality:

99.9% ^*data from raw suppliers

Diphenyl phosphate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OP(=O)([O-])OC2=CC=CC=C2
• Uses: Diphenyl Phosphate is an organophosphate diester and metabolite of the flame retardant Triphenyl Phosphate (T808990) and also a metabolite of 2-Ethylhexyl diphenyl phosphate. Diphenyl phosphate can be used as an organic catalyst for the ring-opening polymerization (ROP) of renewable 5-alkyl δ-lactones. In combination with zinc iodide, it forms a novel initiating system for the living cationic polymerization of isobutyl vinyl ether.

Technology Process of Diphenyl phosphate

There total 102 articles about Diphenyl 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: 96.0%

diphenyl propylamino phosphate (5756-03-6) → diphenyl hydrogen phosphate (838-85-7)

Guidance literature:

diphenyl propylamino phosphate; With water; monoammonium para-toluenesulfonate; o-phthalic dicarboxaldehyde; In acetonitrile; at 90 ℃; for 24h; Sealed tube;

With hydrogenchloride; In water; pH=1 - 2; Reagent/catalyst; chemoselective reaction;

DOI:10.1039/c7cc04950a

Reference yield: 96.0%

diphenyl allylphosphoramidate (27127-07-7) → diphenyl hydrogen phosphate (838-85-7)

Guidance literature:

diphenyl allylphosphoramidate; With water; monoammonium para-toluenesulfonate; o-phthalic dicarboxaldehyde; In acetonitrile; at 90 ℃; for 24h; Sealed tube;

With hydrogenchloride; In water; pH=1 - 2; Reagent/catalyst; chemoselective reaction;

DOI:10.1039/c7cc04950a

Reference yield: 93.0%

diphenyl methylphosphoramidate (2014-79-1) → diphenyl hydrogen phosphate (838-85-7)

Guidance literature:

diphenyl methylphosphoramidate; With water; monoammonium para-toluenesulfonate; o-phthalic dicarboxaldehyde; In acetonitrile; at 90 ℃; for 24h; Sealed tube;

With hydrogenchloride; In water; pH=1 - 2; Reagent/catalyst; chemoselective reaction;

DOI:10.1039/c7cc04950a

upstream raw materials:

phosphoric acid methyl ester diphenyl ester

n-propyl diphenyl phosphate

phosphoric acid triphenyl ester

cyclohexyl diphenyl phosphate

Downstream raw materials:

phosphoric acid-(2-methoxy-ethyl ester)-diphenyl ester

phosphoric acid-(2-acetoxy-ethyl ester)-diphenyl ester

ethyl diphenyl phosphate

butyl diphenyl phosphate

Refernces

• 1、 Tran, Cong Chi,Asao, Kazuya,Sasaki, Takeshi,Hayakawa, Yasuyuki,Kawaguchi, Shin-ichi. "Synthesis of diaryl phosphates using orthophosphoric acid as a phosphorus source". supporting information. . Retrieved 2022/04/09.
• 2、 Li, Bin-Jie,Simard, Ryan D.,Beauchemin, André M.. "O -Phthalaldehyde catalyzed hydrolysis of organophosphinic amides and other P(O)-NH containing compounds". . p. 8667 - 8670. Retrieved 2017/08/10.