(2-Phenylethyl)phosphonic acid

Base Information

• Chemical Name: (2-Phenylethyl)phosphonic acid
• CAS No.: 4672-30-4
• Molecular Formula: C8H11 O3 P
• Molecular Weight: 186.147
• European Community (EC) Number: 225-120-2
• NSC Number: 140288
• UNII: RYS2CJ2L67
• DSSTox Substance ID: DTXSID80196930
• Nikkaji Number: J297.883K
• Wikidata: Q83069900
• ChEMBL ID: CHEMBL1801643
• Mol file: 4672-30-4.mol

Synonyms:4672-30-4;phenethylphosphonic acid;(2-Phenylethyl)phosphonic acid;2-phenylethylphosphonic acid;Phenethyl-phosphonic acid;RYS2CJ2L67;EINECS 225-120-2;NSC-140288;Phosphonic acid, P-(2-phenylethyl)-;phenethylphosphonicacid;Phosphonic acid,(2-phenylethyl)- (9CI);UNII-RYS2CJ2L67;Oprea1_074215;SCHEMBL1101314;CHEMBL1801643;DTXSID80196930;Phosphonic acid, (2-phenylethyl)-;BBL102570;MFCD00485102;NSC140288;STL556373;AKOS006274488;NSC 140288;Phosphonic acid,(2-phenylethyl)-(9ci);P-(2-PHENYLETHYL)PHOSPHONIC ACID;AS-58226;(2-Phenylethyl)phosphonic Acid, >/=98%;FT-0688265;P2122;T72496

Chemical Property of (2-Phenylethyl)phosphonic acid

Chemical Property:

• Vapor Pressure: 1.16E-06mmHg at 25°C
• Melting Point: 136.0 to 140.0 °C
• Boiling Point: 386.4 °C at 760 mmHg
• Flash Point: 187.5 °C
• PSA: 67.34000
• Density: 1.316 g/cm³
• LogP: 1.40680
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.04458121
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2-Phenylethyl)phosphonic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCP(=O)(O)O
• Uses: (2-?Phenylethyl)?phosphonic Acid is used in the preparation of adaptive vesicular amphiphilic baskets which act as detection and mitigation of toxic nerve agents.

Technology Process of (2-Phenylethyl)phosphonic acid

There total 20 articles about (2-Phenylethyl)phosphonic acid 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: 88.0%

→ 4-Bromobenzyl methylphosphonic acid (792138-07-9) + (2-phenylethyl)phosphonic acid (4672-30-4)

Guidance literature:

Reference yield: 32.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → bis(2-phenylethyl)phosphine oxide (27440-52-4) + (2-phenylethyl)phosphonic acid (4672-30-4) + tri(2-phenylethyl)phosphine oxide (29701-83-5)

Guidance literature:

With potassium hydroxide; phosphorous; In water; dimethyl sulfoxide; at 45 - 50 ℃; for 4h;

DOI:10.1007/s11176-005-0429-1

Reference yield: 20.0%

→ sodium benzyl methylphosphonate + (2-phenylethyl)phosphonic acid (4672-30-4)

Guidance literature:

upstream raw materials:

ethylbenzene

phenylethynylphosphonic acid

dihydro-<(E)-2-phenylethenyl>phosphonic acid

3-Phenyl-propionic acid 2-thioxo-2H-pyridin-1-yl ester

Downstream raw materials:

N^α-<(2-phenylethyl)phenoxyphosphoryl>-L-alanyl-L-proline benzyl ester

N^α-[(2-phenylethyl)phenoxyphosphoryl]-L-alanyl-L-proline

phenyl (2-phenylethyl)phosphonate

phenyl (2-phenylethyl)-phosphonochloridate

Refernces

• 1、 Harsági, Nikoletta,Rádai, Zita,Szigetvári, áron,Kóti, János,Keglevich, Gy?rgy. "Optimization and a Kinetic Study on the Acidic Hydrolysis of Dialkyl α-Hydroxybenzylphosphonates". . . Retrieved 2020/09/04.
• 2、 Trofimov,Gusarova,Malysheva,Kuimov,Sukhov,Shaikhudinova,Tarasova,Smetannikov,Sinyashin,Budnikova,Kazantseva,Smirnov. "Reactions of elemental phosphorus with electrophiles in super basic systems: XVII. Phosphorylation of arylalkenes with active modifications of elemental phosphorus". . p. 1367 - 1372. Retrieved 2007/10/03.