Benzylphosphonic acid

Base Information

• Chemical Name: Benzylphosphonic acid
• CAS No.: 6881-57-8
• Molecular Formula: C7H9O3P
• Molecular Weight: 172.12
• Hs Code.: 29310099
• DSSTox Substance ID: DTXSID2064498
• Nikkaji Number: J81.287K
• Wikidata: Q27458263
• ChEMBL ID: CHEMBL299737
• Mol file: 6881-57-8.mol

Synonyms:benzylphosphonic acid;phenylmethylphosphonic acid

Chemical Property of Benzylphosphonic acid

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 2.15E-06mmHg at 25°C
• Melting Point: 165-166°C
• Boiling Point: 378.2 °C at 760 mmHg
• Flash Point: 182.5 °C
• PSA: 67.34000
• Density: 1.378 g/cm³
• LogP: 1.36430
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 172.02893114
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

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

Benzylphosphonic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CP(=O)(O)O
• Uses: Structural mimic of phosphotyrosine

Technology Process of Benzylphosphonic acid

There total 37 articles about Benzylphosphonic 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: 92.0%

dimethyl benzylphosphonate (773-47-7) → benzylphosphonic acid (6881-57-8)

Guidance literature:

dimethyl benzylphosphonate; With sodium iodide; In dichloromethane; for 0.166667h;

With trimethylsilyl bromide; In dichloromethane; at 60 ℃; for 5h;

DOI:10.1080/10426507.2016.1225741

Reference yield: 87.0%

O,O-diethyl benzylphosphonate (1080-32-6) → benzylphosphonic acid (6881-57-8)

Guidance literature:

With hydrogenchloride; for 6h; Heating;

Reference yield: 34.0%

benzyl chloride (100-44-7) → benzylphosphonic acid (6881-57-8) + dibenzylphosphine oxide (13238-16-9) + dibenzylphosphinic acid (7369-51-9) + tribenzylphosphine oxide (4538-55-0)

Guidance literature:

With phosphorus; potassium hydroxide; benzyltrimethylammonium chloride; In 1,4-dioxane; water; for 0.0833333h; Further byproducts.; microwave irradiation;

DOI:10.1134/S1070363207030140

upstream raw materials:

benzylphosphinic acid

toluene

O,O-diethyl benzylphosphonate

benzylphosphonic dichloride

Downstream raw materials:

benzylphosphonic acid monomethyl ester

benzylphosphonic acid monoethyl ester

O,O-diethyl benzylphosphonate

di-P-fluoro-benzylphosphonate

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、 Matyugina, Elena S.,Valuev-Elliston, Vladimir T.,Chizhov, Alexander O.,Kochetkov, Sergei N.,Khandazhinskaya, Anastasia L.. "HIV-1 non-nucleoside reverse transcriptase inhibitors: Incorporation of benzylphosphonate moiety for solubility improvement". . p. 114 - 116. Retrieved 2016/04/10.