Ethyl 4-(diethoxyphosphoryl)benzoate

Base Information

• Chemical Name: Ethyl 4-(diethoxyphosphoryl)benzoate
• CAS No.: 17067-92-4
• Molecular Formula: C13H19 O5 P
• Molecular Weight: 286.265
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID10378646
• Nikkaji Number: J1.093.490G
• Wikidata: Q82168147
• Mol file: 17067-92-4.mol

Synonyms:17067-92-4;Ethyl 4-(diethoxyphosphoryl)benzoate;Ethyl 4-diethoxyphosphorylbenzoate;4-(Diethoxy-phosphoryl)-benzoic acid ethyl ester;4-(DIETHOXY-PHOSPHORYL)-BENZOICACIDETHYLESTER;SCHEMBL5663123;DTXSID10378646;NGVFPROCAZKXQJ-UHFFFAOYSA-N;Ethyl4-(diethoxyphosphoryl)benzoate;MFCD02093115;AKOS017343358;SY311962;CS-0336879;4-(Diethoxyphosphinyl)benzoic acid ethyl ester;4-(Diethoxyphosphoryl)-benzoic acid ethyl ester;DIETHYL(4-ETHOXYCARBONYLPHENYL)PHOSPHONATE

Chemical Property of Ethyl 4-(diethoxyphosphoryl)benzoate

Chemical Property:

• PSA: 71.64000
• LogP: 2.75470
• XLogP3: 2
• 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:

98%min ^*data from raw suppliers

Ethyl 4-(diethoxyphosphoryl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)P(=O)(OCC)OCC

Technology Process of Ethyl 4-(diethoxyphosphoryl)benzoate

There total 15 articles about Ethyl 4-(diethoxyphosphoryl)benzoate 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: 96.0%

Ethyl 4-bromobenzoate (5798-75-4) + phosphonic acid diethyl ester (762-04-9) → diethyl (4-ethoxycarbonylphenyl)phosphonate (17067-92-4)

Guidance literature:

With nickel(II) chloride hexahydrate; cadmium(II) sulphide; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl acetamide; at 55 ℃; for 24h; Irradiation;

DOI:10.1016/S1872-2067(19)63379-6

Reference yield: 90.0%

ethyl 4-(methanesulfonyloxy)benzoate (902148-89-4) + phosphonic acid diethyl ester (762-04-9) → diethyl (4-ethoxycarbonylphenyl)phosphonate (17067-92-4)

Guidance literature:

With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; N-ethyl-N,N-diisopropylamine; In ethanol; tert-butyl alcohol; at 110 ℃; for 18h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03104

Reference yield: 89.0%

p-carboethoxybenzenediazonium tetrafluoroborate (348-06-1) + triethyl phosphite (122-52-1) → diethyl (4-ethoxycarbonylphenyl)phosphonate (17067-92-4)

Guidance literature:

With palladium diacetate; caesium carbonate; potassium iodide; In acetonitrile; at 20 - 80 ℃; Inert atmosphere;

DOI:10.1039/c0ob00243g

upstream raw materials:

4-phosphonbenzoic acid

triethylsilane

4-iodobenzoic acid

phosphonic acid diethyl ester

Downstream raw materials:

(4-ethoxycarbonyl-phenyl)-phosphonic acid

ethyl 4-((1E)-3-tert-butoxy-3-oxoprop-1-en-1-yl)benzoate

(E)-ethyl 4-styrylbenzoate

4-(Diethoxyphosphoryl)-benzoic Acid

Refernces

• 1、 Tavs,Korte. "-". . p. 4677. Retrieved 1967.
• 2、 Chernowsky, Colleen P.,Cowper, Nicholas G. W.,Wickens, Zachary K.,Williams, Oliver P.. "Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling". supporting information. . Retrieved 2020/02/04.
• 3、 Koranteng, Ernest,Liu, Yi-Yin,Liu, Si-Yue,Wu, Qiang-Xian,Lu, Liang-Qiu,Xiao, Wen-Jing. "Practical C–P bond formation via heterogeneous photoredox and nickel synergetic catalysis". . p. 1841 - 1846. Retrieved 2019/11/11.