Benzoyl-phosphonic acid

Base Information

• Chemical Name: Benzoyl-phosphonic acid
• CAS No.: 6881-61-4
• Molecular Formula: C7H7O4P
• Molecular Weight: 186.104
• DSSTox Substance ID: DTXSID90436652
• Nikkaji Number: J1.484.861D
• Wikidata: Q82251933
• ChEMBL ID: CHEMBL1160309
• Mol file: 6881-61-4.mol

Synonyms:Benzoylphosphonic Acid;Benzoyl-phosphonic acid;6881-61-4;SCHEMBL1508013;CHEMBL1160309;DTXSID90436652;BDBM50129061;AKOS006327884;(S)-Hydroxy-phenyl-methanephosphonic acid anion

Chemical Property of Benzoyl-phosphonic acid

Chemical Property:

• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 186.00819570
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzoyl-phosphonic acid

There total 9 articles about Benzoyl-phosphonic acid 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: 55.0%

dimethyl benzoylphosphonate (18106-71-3) → benzoylphosphonic acid (6881-61-4)

Guidance literature:

With trimethylsilyl bromide; In acetonitrile; for 3h; Ambient temperature;

Reference yield: 32.0%

benzoyl chloride (98-88-4) → benzoylphosphonic acid (6881-61-4)

Guidance literature:

benzoyl chloride; With triethyl phosphite; at 20 ℃;

With trimethylsilyl bromide; In dichloromethane; at 20 ℃;

With methanol; at 20 ℃; for 0.25h; Further stages.;

DOI:10.1021/ja068636z

Reference yield:

(E)-phenyl hydrogen α-hydroxyiminobenzylphosphonate → phosphoric acid monophenyl ester (701-64-4) + benzoylphosphonic acid (6881-61-4) + hydrogen phenyl benzoyl phosphonate

Guidance literature:

With hydrogenchloride; hydroxylamine; at 35 ℃; Kinetics; Equilibrium constant;

DOI:10.1039/b010152o

upstream raw materials:

diethyl benzoylphosphonate

dimethyl benzoylphosphonate

benzoylphosphonic acid di(trimethylsilyl) ester

(E)-α-hydroxyiminobenzylphosphonic acid

Downstream raw materials:

triethylammonium 5'-O-(dimethoxytrityl)thymidine 3'-benzoylphosphonate

diisopropyl benzoylphosphonate

2-propyl hydrogen benzoylphosphonate

P,P'-dibenzoylpyrophosphonic dichloride