Phosphonic acid, [(4-ethenylphenyl)methyl]-

Base Information

• Chemical Name: Phosphonic acid, [(4-ethenylphenyl)methyl]-
• CAS No.: 53459-43-1
• Molecular Formula: C9H11O3P
• Molecular Weight: 198.158
• DSSTox Substance ID: DTXSID30464712
• Nikkaji Number: J670.262G
• Wikidata: Q82290159
• Mol file: 53459-43-1.mol

Synonyms:53459-43-1;Phosphonic acid, [(4-ethenylphenyl)methyl]-;(4-ethenylphenyl)methylphosphonic Acid;4-vinylbenzylphosphonic acid;SCHEMBL633379;(4-Vinylbenzyl)phosphonic acid;DTXSID30464712;MFCD21596681;AKOS015945895;53465-01-3

Chemical Property of Phosphonic acid, [(4-ethenylphenyl)methyl]-

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.04458121
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

98%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=CC=C(C=C1)CP(=O)(O)O

Technology Process of Phosphonic acid, [(4-ethenylphenyl)methyl]-

There total 2 articles about Phosphonic acid, [(4-ethenylphenyl)methyl]- 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: 67.0%

[(4-ethenylphenyl)methyl]phosphonic acid diethyl ester (726-61-4) → para-vinylbenzylphosphonic acid (53459-43-1)

Guidance literature:

[(4-ethenylphenyl)methyl]phosphonic acid diethyl ester; With trimethylsilyl bromide; In dichloromethane;

With water; Further stages.;

DOI:10.1002/chem.200390086

Reference yield:

4-Vinylbenzyl chloride (1592-20-7,29296-32-0) → para-vinylbenzylphosphonic acid (53459-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: 94 percent / NaI / tetrahydrofuran / 0 °C

2.1: TMSBr / CH₂Cl₂

2.2: 67 percent / H₂O

With trimethylsilyl bromide; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.200390086

Reference yield:

para-vinylbenzylphosphonic acid (53459-43-1) + N-(4-iodo-phenyl)-2,2-bis-isopropylsulfanyl-acetamide (606968-78-9) → (4-{(E)-2-[4-(2,2-Bis-isopropylsulfanyl-acetylamino)-phenyl]-vinyl}-benzyl)-phosphonic acid

Guidance literature:

para-vinylbenzylphosphonic acid; N-(4-iodo-phenyl)-2,2-bis-isopropylsulfanyl-acetamide; With palladium diacetate; triethylamine; In acetonitrile; at 115 ℃; for 24h;

With Dowex 50W; In methanol; water;

DOI:10.1016/S0040-4039(03)01367-4

upstream raw materials:

[(4-ethenylphenyl)methyl]phosphonic acid diethyl ester

4-Vinylbenzyl chloride

Refernces