Diethyl (3,4-dimethylphenyl)phosphonate

Base Information

• Chemical Name: Diethyl (3,4-dimethylphenyl)phosphonate
• CAS No.: 72596-30-6
• Molecular Formula: C12H19O3P
• Molecular Weight: 242.255
• Mol file: 72596-30-6.mol

Synonyms:Diethyl (3,4-dimethylphenyl)phosphonate

Chemical Property of Diethyl (3,4-dimethylphenyl)phosphonate

Chemical Property:

• PSA: 45.34000
• LogP: 3.19480

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Diethyl (3,4-dimethylphenyl)phosphonate

There total 10 articles about Diethyl (3,4-dimethylphenyl)phosphonate 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: 90.0%

phosphonic acid diethyl ester (762-04-9) + 4,5-dimethyl-2-(trimethylsilyl)phenyl triflate (458566-99-9) → diethyl (3,4-dimethylphenyl)phosphonate (72596-30-6)

Guidance literature:

With caesium carbonate; cesium fluoride; In acetonitrile; at 100 ℃; for 12h; Sealed tube;

DOI:10.1016/j.tet.2015.11.045

Reference yield: 72.0%

phosphonic acid diethyl ester (762-04-9) + 2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (401797-00-0) → diethyl (3,4-dimethylphenyl)phosphonate (72596-30-6)

Guidance literature:

With palladium diacetate; tetramethlyammonium chloride; silver carbonate; In ethanol; at 80 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7ra04619g

Reference yield: 26.0%

o-xylene (95-47-6) + triethyl phosphite (122-52-1) → triethyl phosphate (78-40-0) + diethyl (3,4-dimethylphenyl)phosphonate (72596-30-6) + diethyl (2,3-dimethylphenyl)phosphonate (72596-34-0)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) anodic oxidation acetonitrile, graphite electrodes, Bu₄NClO₄, 1000 mV 2.) work up with nucleophile;

DOI:10.1016/S0040-4020(01)97192-3

upstream raw materials:

o-xylene

phosphonic acid diethyl ester

triethyl phosphite

ethanol

Downstream raw materials:

(E)-ethyl 3-(2-(diethoxyphosphoryl)-4,5-dimethylphenyl)acrylate

Refernces

• 1、 Yang, Guoqiang,Shen, Chaoren,Quan, Mao,Zhang, Wanbin. "Preparation of organophosphorus compounds from P-H compounds using o-(trimethylsilyl)aryl triflates as aryne precursors". supporting information. p. 333 - 337. Retrieved 2015/12/30.
• 2、 Yang, Guoqiang,Shen, Chaoren,Zhang, Liang,Zhang, Wanbin. "Nickel-catalyzed Arbuzov reactions of aryl triflates with triethyl phosphite". supporting information; experimental part. p. 5032 - 5035. Retrieved 2011/10/09.