Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester

Base Information

• Chemical Name: Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester
• CAS No.: 72019-14-8
• Molecular Formula: C12H19O4P
• Molecular Weight: 258.254
• DSSTox Substance ID: DTXSID70434595
• Nikkaji Number: J945.154D
• Mol file: 72019-14-8.mol

Synonyms:72019-14-8;Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester;DTXSID70434595;diethyl 2-hydroxy-2-phenylethylphosphonate;beta-Hydroxyphenethylphosphonic acid diethyl ester

Chemical Property of Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 258.10209608
• Heavy Atom Count: 17
• Complexity: 241

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester

There total 16 articles about Phosphonic acid, (2-hydroxy-2-phenylethyl)-, diethyl ester 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: 95.0%

diethyl benzoylmethylphosphonate (3453-00-7) → (2-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (72019-14-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃;

DOI:10.1016/S0957-4166(01)00567-5

Reference yield: 94.0%

styrene oxide (96-09-3) + triethyl phosphite (122-52-1) → (2-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (72019-14-8)

Guidance literature:

With zinc(II) chloride; at 60 ℃; for 0.0833333h;

DOI:10.1080/00397910601033757

Reference yield: 83.0%

Diethyl methylphosphonate (683-08-9) + benzaldehyde (100-52-7) → (2-hydroxy-2-phenyl-ethyl)-phosphonic acid diethyl ester (72019-14-8)

Guidance literature:

Diethyl methylphosphonate; With n-butyllithium; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 0.25h;

benzaldehyde; In tetrahydrofuran; Petroleum ether; at -78 ℃; for 1h; Further stages.;

DOI:10.1021/ja027658s

upstream raw materials:

benzaldehyde

diethyl-1-magnesium chloride methanephosphonate

Diethyl methylphosphonate

diethoxyphosphorylmethyl-lithium

Downstream raw materials:

diethyl (2-amino-2-phenylethyl)phosphonate

C₁₄H₂₁O₅P

diethyl (R)-(2-hydroxy-2-phenylethyl)phosphonate

diethyl (R)-[2-(2-fluorobenzoyloxy)-2-phenylethyl]phosphonate