Diphenyl phenylphosphonate

Base Information

• Chemical Name: Diphenyl phenylphosphonate
• CAS No.: 3049-24-9
• Molecular Formula: C18H15 O3 P
• Molecular Weight: 310.289
• Hs Code.: 2931900090
• European Community (EC) Number: 221-261-9
• NSC Number: 25435
• DSSTox Substance ID: DTXSID90184560
• Nikkaji Number: J24.884C
• Wikidata: Q63392291
• ChEMBL ID: CHEMBL1530775
• Mol file: 3049-24-9.mol

Synonyms:Diphenyl phenylphosphonate;3049-24-9;Triphenyl phosphonate;Diphenyl benzenephosphonate;[phenoxy(phenyl)phosphoryl]oxybenzene;Phosphonic acid, phenyl-, diphenyl ester;EINECS 221-261-9;Benzenephosphonic acid, diphenyl ester;BRN 2944518;MLS000738040;NSC25435;Phenylphosphonic acid diphenyl ester;4-16-00-01071 (Beilstein Handbook Reference);Phenyl phosphonic acid diphenyl ester;diphenylphenylphosphonate;SCHEMBL561190;CHEMBL1530775;DTXSID90184560;HMS2774L09;MFCD00216888;NSC 25435;NSC-25435;STK371988;AKOS005446466;NCGC00246922-01;AS-58837;SMR000393715;LS-106749;CS-0197129;D5454;T70737;Q63392291;F8889-6436

Chemical Property of Diphenyl phenylphosphonate

Chemical Property:

• Vapor Pressure: 4.82E-07mmHg at 25°C
• Melting Point: 72.0 to 76.0 °C
• Boiling Point: 425.2°Cat760mmHg
• Flash Point: 224.4°C
• PSA: 45.34000
• Density: 1.24g/cm³
• LogP: 4.66300
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 310.07588133
• Heavy Atom Count: 22
• Complexity: 343

Purity/Quality:

99%, ^*data from raw suppliers

Diphenyl Phenylphosphonate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OP(=O)(C2=CC=CC=C2)OC3=CC=CC=C3

Technology Process of Diphenyl phenylphosphonate

There total 32 articles about Diphenyl phenylphosphonate 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: 98.7%

diphenyl phenylphosphonite (13410-61-2) → diphenyl phenylphosphonate (3049-24-9)

Guidance literature:

With dihydrogen peroxide; In 1,4-dioxane; water; at 8 - 12 ℃; for 1h;

DOI:10.1134/S1070363212080087

Reference yield: 93.0%

triphenyl phosphite (101-02-0) + iodobenzene (591-50-4) → diphenyl phenylphosphonate (3049-24-9)

Guidance literature:

With nickel dichloride; triethyl phosphite; at 160 ℃; for 4h;

DOI:10.1016/j.tetlet.2005.11.028

Reference yield: 89.0%

triphenyl phosphite (101-02-0) + Diphenyliodonium triflate (66003-76-7) → diphenyl phenylphosphonate (3049-24-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 35 ℃; for 16h; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.8b01379

upstream raw materials:

P,P-dichlorophenylphosphine oxide

phenol

phenyltetrachlorophosphorane

diphenyl phenylphosphonite

Downstream raw materials:

bis(2-hydroxyphenyl)phenyl-λ⁵-phosphanone

phenyl-phosphonic acid monophenyl ester

phenylphosphonofluoridic acid

dimethyl(phenyl)phosphine oxide

Refernces

• 1、 -. "Preparation method of phenyl phosphonate diphenyl ester (by machine translation)". Paragraph 0053-0056; 0094-0095. . Retrieved 2020/09/16.
• 2、 Hicks, Ian,McTague, Jonathan,Hapatsha, Tatiana,Teriak, Rania,Kaur, Parminder. "Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc". . . Retrieved 2020/01/31.