4-Methoxyphenacylphosphonic acid diethyl ester

Base Information

• Chemical Name: 4-Methoxyphenacylphosphonic acid diethyl ester
• CAS No.: 18276-85-2
• Molecular Formula: C13H19O5P
• Molecular Weight: 286.265
• DSSTox Substance ID: DTXSID20435774
• Nikkaji Number: J579.853A
• Wikidata: Q82250874
• Mol file: 18276-85-2.mol

Synonyms:4-Methoxyphenacylphosphonic acid diethyl ester;2-diethoxyphosphoryl-1-(4-methoxyphenyl)ethanone;18276-85-2;SCHEMBL1670924;DTXSID20435774

Chemical Property of 4-Methoxyphenacylphosphonic acid diethyl ester

Chemical Property:

• Boiling Point: 424.8±25.0 °C(Predicted)
• PSA: 71.64000
• Density: 1.154±0.06 g/cm3(Predicted)
• LogP: 3.14400
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 286.09701070
• Heavy Atom Count: 19
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Methoxyphenacylphosphonic acid diethyl ester

There total 35 articles about 4-Methoxyphenacylphosphonic acid 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%

triethyl phosphite (122-52-1) → diethyl 2-(4-methoxyphenyl)-2-oxoethylphosphonate (18276-85-2)

Guidance literature:

With hydrazinecarboxylic acid methyl ester; In toluene; for 2h; Dean-Stark; Reflux;

DOI:10.1021/jo401185u

Reference yield: 92.0%

2-Bromo-4'-methoxyacetophenone (2632-13-5) + triethyl phosphite (122-52-1) → diethyl 2-(4-methoxyphenyl)-2-oxoethylphosphonate (18276-85-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In acetonitrile; for 8h; Heating;

Reference yield: 90.0%

(4-methoxy-phenylethynyl)-phosphonic acid diethyl ester (176100-87-1) → diethyl 2-(4-methoxyphenyl)-2-oxoethylphosphonate (18276-85-2)

Guidance literature:

With methanol; water; silver nitrate; at 120 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tet.2014.12.001

upstream raw materials:

diethyl chloromethylphosphonate

4-methoxy-benzaldehyde

Diethyl methylphosphonate

4-methoxy-benzoyl chloride

Downstream raw materials:

(Z)-4-(4-methoxyphenyl)-2-methyl-4-oxobut-2-enoic acid ethyl ester

(E)-4-(4-methoxyphenyl)-2-methyl-4-oxobut-2-enoic acid methyl ester

C₁₆H₂₄NO₄P

C₁₆H₂₄NO₄P

Refernces

• 1、 Azaryan, Reza,Daneshfar, Maryam,Moghaddam, Firouz Matloubi,Pirat, Jean-Luc. "Copper ferrite nanoparticles catalyzed formation of β-Ketophosphonates via oxyphosphorylation of styrenes with H-phosphonates: A DFT study on UV–vis absorption spectra". . . Retrieved 2020/04/21.
• 2、 Qi, Danyang,Dong, Wanrong,Peng, Zhihong,Zhang, Yingjun,An. "Mukaiyama reagent-promoted metal-free preparation of alkynyl sulfones and phosphonates under mild conditions". . . Retrieved 2019/08/01.