4-Methylbenzoylphosphonic acid dimethyl ester

Base Information

• Chemical Name: 4-Methylbenzoylphosphonic acid dimethyl ester
• CAS No.: 33493-30-0
• Molecular Formula: C10H13O4P
• Molecular Weight: 228.185
• NSC Number: 169644
• DSSTox Substance ID: DTXSID70305195
• Nikkaji Number: J452.653H
• Wikidata: Q82051691
• Mol file: 33493-30-0.mol

Synonyms:NSC169644;33493-30-0;SCHEMBL776346;DTXSID70305195;AKOS004907041;NSC-169644;(4-Methyl-benzoyl)-phosphonic acid dimethyl ester

Chemical Property of 4-Methylbenzoylphosphonic acid dimethyl ester

Chemical Property:

• Vapor Pressure: 0.000526mmHg at 25°C
• Boiling Point: 312.5°Cat760mmHg
• Flash Point: 156.6°C
• Density: 1.197g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 228.05514589
• Heavy Atom Count: 15
• Complexity: 261

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)P(=O)(OC)OC

Technology Process of 4-Methylbenzoylphosphonic acid dimethyl ester

There total 2 articles about 4-Methylbenzoylphosphonic acid dimethyl 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: 91.0%

4-methyl-benzoyl chloride (874-60-2) + phosphorous acid trimethyl ester (121-45-9) → dimethyl 4-methylbenzoylphosphonate (33493-30-0)

Guidance literature:

In toluene;

Reference yield:

→ dimethyl 4-methylbenzoylphosphonate (33493-30-0)

Guidance literature:

p-Methylbenzoylchlorid, Trimethylphosphit;

DOI:10.1139/v73-170

Reference yield: 97.0%

dimethyl 4-methylbenzoylphosphonate (33493-30-0) + bis(trimethylsilyl) methyl phosphite (56666-36-5) → [(dimethoxy-phosphoryl)-hydroxy-p-tolyl-methyl]-phosphonic acid monomethyl ester

Guidance literature:

dimethyl 4-methylbenzoylphosphonate; bis(trimethylsilyl) methyl phosphite; at 25 ℃;

With methanol; Further stages.;

DOI:10.1016/j.tetlet.2004.04.047

upstream raw materials:

4-methyl-benzoyl chloride

phosphorous acid trimethyl ester

Downstream raw materials:

((R)-4-Methoxy-3-methyl-2,4-dioxo-5-p-tolyl-4λ⁵-[1,3,4]oxazaphospholidin-5-yl)-phosphonic acid dimethyl ester

dimethyl 1-p-tolyl-1-hydroxy-2-nitroethylphosphonate

[(Phenyl-hydrazono)-p-tolyl-methyl]-phosphonic acid dimethyl ester

tetramethyl (4-methylphenyl)methane diphosphonate

Refernces

• 1、 Zhou, Yujing,Zhang, Yan,Wang, Jianbo. "Geminal difunctionalization of α-diazo arylmethylphosphonates: Synthesis of fluorinated phosphonates". . p. 10444 - 10453. Retrieved 2016/11/18.
• 2、 Migianu, Evelyne,Mallard, Isabelle,Bouchemal, Nadia,Lecouvey, Marc. "One-pot synthesis of 1-hydroxymethylene-1,1-bisphosphonate partial esters". . p. 4511 - 4513. Retrieved 2007/10/03.