Diethyl phenylphosphonate

Base Information

• Chemical Name: Diethyl phenylphosphonate
• CAS No.: 1754-49-0
• Molecular Formula: C10H15 O3 P
• Molecular Weight: 214.201
• Hs Code.: 29319090
• European Community (EC) Number: 677-803-3
• NSC Number: 5742
• DSSTox Substance ID: DTXSID50169979
• Nikkaji Number: J50.307J
• Wikidata: Q83039813
• Mol file: 1754-49-0.mol

Synonyms:Diethyl phenylphosphonate;1754-49-0;diethoxyphosphorylbenzene;Diethyl benzenephosphonate;Phenylphosphonic acid diethyl ester;PHOSPHONIC ACID, PHENYL-, DIETHYL ESTER;Benzenephosphonic acid, diethyl ester;diethylphenylphosphonate;NSC 5742;BRN 2449931;Benzenephosphonic Acid Diethyl Ester;starbld0016584;diethoxyphosphoryl-benzene;Phosphonic acid, P-phenyl-, diethyl ester;Phenylphosphonic acid diethyl;WLN: 2VOPO&R&OV2;SCHEMBL358474;DTXSID50169979;NSC5742;BAA75449;NSC-5742;GEO-01048;MFCD00015136;AKOS015917404;AS-65270;LS-106746;CS-0206250;FT-0624853;P0335;D91946;A812085;J-011113

Chemical Property of Diethyl phenylphosphonate

Chemical Property:

• Vapor Pressure: 0.00578mmHg at 25°C
• Refractive Index: 1.4940
• Boiling Point: 110-112°C 1mm
• Flash Point: 267°C
• PSA: 45.34000
• Density: 1,12 g/cm3
• LogP: 2.57800
• Water Solubility.: <0.2g/L(25 oC)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 214.07588133
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Phenylphosphonate >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:Harmful if swallowed.
• Hazard Codes: R22:Harmful if swallowed.
• Statements: 22
• Safety Statements: 23-36/37-60-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(C1=CC=CC=C1)OCC

Technology Process of Diethyl phenylphosphonate

There total 143 articles about Diethyl 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: 94.0%

iodobenzene (591-50-4) + triethyl phosphite (122-52-1) → diethyl phenylphosphonate (1754-49-0) + ethyl iodide (75-03-6)

Guidance literature:

tetrakis(triethylphosphite)nickel⁽⁰⁾; at 160 ℃;

DOI:10.1021/jo01314a059

Reference yield: 20.0%

O,O-diethyl-O-phenyl phosphorothioate (32345-29-2) → Diethyl phosphate (598-02-7) + diethyl phenylphosphonate (1754-49-0) + phosphonic acid diethyl ester (762-04-9)

Guidance literature:

With magnesium monoperoxyphthalate hexahydrate; In water; at 25 ℃; for 24h;

Reference yield: 11.7%

methanol (67-56-1) + diethyl phenylphosphonite (1638-86-4) → [2,2]bipyridinyl (366-18-7) + diethyl phenylphosphonate (1754-49-0) + ethyl methyl phenylphosphonate (61733-60-6) + dimethyl phenylphosphonate (2240-41-7)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; at 20 ℃; for 5h; Kinetics; Mechanism; Irradiation;

DOI:10.1002/cber.19971301122

upstream raw materials:

bromobenzene

triethyl phosphate

2-bromo-2-nitropropane

diethyl phenylphosphonite

Downstream raw materials:

C₁₉H₂₄O₄P₂

C₁₉H₂₄O₄P₂

P,P-dichlorophenylphosphine oxide

phenylphosphonate

Refernces

• 1、 Bentley, T. William,Ebdon, David N.. "Product selectivities and third-order rate laws for solvolyses of ethyl phenylphosphonochloridate in aqueous alcohols". . p. 759 - 763. Retrieved 2001.
• 2、 Kuo, Louis Y.,Bennett, Andrew,Miao, Qianli. "Heterogeneous Organophosphate Ethanolysis: Degradation of Phosphonothioate Neurotoxin by a Supported Molybdenum Peroxo Polymer". . p. 10013 - 10020. Retrieved 2017.
• 3、 Griffin,Castelucci. "-". . p. 629. Retrieved 1961.
• 4、 Khrizanforov,Strekalova,Gryaznova,Khrizanforova,Budnikova, Yu. H.. "New method of metal-induced oxidative phosphorylation of benzene". . p. 1926 - 1932. Retrieved 2015.
• 5、 Katsurayama, Yoshino,Ikabata, Yasuhiro,Maeda, Hajime,Segi, Masahito,Nakai, Hiromi,Furuyama, Taniyuki. "Direct Near Infrared Light–Activatable Phthalocyanine Catalysts". supporting information. . Retrieved 2021/12/22.
• 6、 Dou, Qian,Geng, Li,Cheng, Bin,Li, Chao-Jun,Zeng, Huiying. "Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites". supporting information. p. 8429 - 8432. Retrieved 2021/09/02.