Dimethyl benzoylphosphonate

Base Information

• Chemical Name: Dimethyl benzoylphosphonate
• CAS No.: 18106-71-3
• Molecular Formula: C9H11 O4 P
• Molecular Weight: 214.158
• Hs Code.: 2931900090
• NSC Number: 82396
• UNII: P3G3Z7DH4F
• DSSTox Substance ID: DTXSID00171067
• Nikkaji Number: J452.656B
• Wikidata: Q83041114
• Mol file: 18106-71-3.mol

Synonyms:Dimethyl benzoylphosphonate;18106-71-3;dimethoxyphosphoryl(phenyl)methanone;Dimethyl(phenyloxomethyl)phosphonate;Benzoyl-phosphonic acid dimethyl ester;P3G3Z7DH4F;NSC 82396;UNII-P3G3Z7DH4F;NSC82396;NSC-82396;benzoylphosphonic acid dimethyl ester;Dimethyl P-benzoylphosphonate;SCHEMBL2989889;DTXSID00171067;dimethyl (phenylcarbonyl)phosphonate;BBL103560;MFCD00204367;STL557370;AKOS004907033;Phosphonic acid, benzoyl-, dimethyl ester;CS-0336745;Phosphonic acid, P-benzoyl-, dimethyl ester

Chemical Property of Dimethyl benzoylphosphonate

Chemical Property:

• Vapor Pressure: 0.00329mmHg at 25°C
• Boiling Point: 282.8°Cat760mmHg
• Flash Point: 138.8°C
• PSA: 62.41000
• Density: 1.228g/cm³
• LogP: 2.31270
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 214.03949583
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl(phenyloxomethyl)phosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl benzoylphosphonate

There total 8 articles about Dimethyl benzoylphosphonate 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: 40.0%

sodium dimethyl phosphate (32586-82-6) + benzoyl chloride (98-88-4) → dimethyl benzoylphosphonate (18106-71-3)

Guidance literature:

tetrabutylammomium bromide; In benzene; for 2h; Heating;

Reference yield:

dimethyl 1-hydroxy-1-phenylmethylphosphonate (6329-46-0,79296-54-1,97995-93-2,147731-04-2) → dimethyl benzoylphosphonate (18106-71-3) + dimethyl (S)-phenyl(hydroxy)methylphosphonate (97995-93-2)

Guidance literature:

With oxygen; chiral vanadyl(V); In toluene; at 20 ℃;

DOI:10.1021/ja060639o

Reference yield:

dimethyl 1-hydroxy-1-phenylmethylphosphonate (6329-46-0,79296-54-1,97995-93-2,147731-04-2) → dimethyl benzoylphosphonate (18106-71-3)

Guidance literature:

With chromium (VI) oxide; In acetonitrile; for 12h; Yield given; Heating;

DOI:10.1016/S0040-4039(98)01933-9

upstream raw materials:

benzoic acid anhydride

phosphorous acid trimethyl ester

dimethyl α-diazobenzylphosphonate

sodium dimethyl phosphate

Downstream raw materials:

methyl phosphite

benzoic acid ethyl ester

dimethyl 1-hydroxy-1-phenylmethylphosphonate

α-Hydroxy-α-diphenoxythiophosphinoylmercapto-benzylphosphonsaeure-dimethylester

Refernces

• 1、 Pawar, Vijay D.,Bettigeri, Sampada,Weng, Shiue-Shien,Kao, Jun-Qi,Chen, Chien-Tien. "Highly enantioselective aerobic oxidation of α-hydroxyphosphonates catalyzed by chiral vanadyl(V) methoxides bearing N-salicylidene-α- aminocarboxylates". . p. 6308 - 6309. Retrieved 2007/10/03.
• 2、 Katzhendler, Jehoshua,Ringel, Israel,Karaman, Rafik,Zaher, Hisham,Breuer, Eli. "Acylphosphonate hemiketals - Formation rate and equilibrium. The electron-withdrawing effect of dimethoxyphosphinyl group". . p. 341 - 349. Retrieved 2007/10/03.