Methoxy(methyl)phosphinic acid

Base Information

• Chemical Name: Methoxy(methyl)phosphinic acid
• CAS No.: 1066-53-1
• Molecular Formula: C2H7O3P
• Molecular Weight: 110.05
• Hs Code.: 2931900090
• European Community (EC) Number: 600-764-0
• NSC Number: 289391
• DSSTox Substance ID: DTXSID00968050
• Nikkaji Number: J585.379F
• Wikidata: Q82950738
• Mol file: 1066-53-1.mol

Synonyms:methyl methylphosphonic acid;methoxy(methyl)phosphinic acid;1066-53-1;53396-53-5;Phosphonic acid, methyl-, monomethyl ester;Methyl hydrogen methylphosphonate;Methyl methylphosphonate;Methyl methanephosphonate;methoxy-methylphosphinic acid;SCHEMBL411587;SCHEMBL14930842;DTXSID00968050;methylphosphonic acid methyl ester;Methyl hydrogen methylphosphonate #;NSC289391;AKOS006277003;methanephosphonic acid monomethyl ester;Methyl phosphonic acid monomethyl ester;NSC-289391;Phosphonic acid, methyl-, methyl ester;FT-0693588

Chemical Property of Methoxy(methyl)phosphinic acid

Chemical Property:

• Vapor Pressure: 1.33mmHg at 25°C
• Boiling Point: 159oC at 760 mmHg
• Flash Point: 50oC
• PSA: 56.34000
• Density: 1.228g/cm3
• LogP: 0.44800
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 110.01328108
• Heavy Atom Count: 6
• Complexity: 78.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

METHYL METHYLPHOSPHONIC ACID 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C)O

Technology Process of Methoxy(methyl)phosphinic acid

There total 20 articles about Methoxy(methyl)phosphinic 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: 99.0%

methyl-phosphonic acid benzyl methyl ester (710-09-8) → methyl hydrogen methylphosphonate (1066-53-1)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In toluene; for 2h; Heating;

DOI:10.1021/jo00114a059

Reference yield: 93.0%

dimethyl methane phosphonate (756-79-6) → methyl hydrogen methylphosphonate (1066-53-1)

Guidance literature:

With sodium hydroxide; In methanol; water; for 6h;

DOI:10.1021/ol035056n

Reference yield: 60.0%

methyl methylphosphonochloridate (1066-52-0) + 2-methyllactic acid (594-61-6) → 2-(2-(methoxy(methyl)phosphoryloxy)-2-methylpropanoyloxy)-2-methylpropanoic acid + methyl hydrogen methylphosphonate (1066-53-1)

Guidance literature:

2-methyllactic acid; With n-butyllithium; In tetrahydrofuran; hexane; at -50 - 0 ℃;

methyl methylphosphonochloridate; In tetrahydrofuran; hexane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2006.04.015

upstream raw materials:

methanol

Methanphosphonsaeure-anhydrid

methyl methylphosphonochloridate

methyl-phosphonic acid methyl ester-(4-nitro-phenyl ester)

Downstream raw materials:

6-[(methoxymethylphosphinyl)amino]-N-phenylhexaneamide

6-[(methoxymethylphosphinyl)oxy]-N-phenylhexaneamide

dimethyl methane phosphonate

Refernces

• 1、 Emonds-Alt, Gauthier,Mignolet, Benoit,Malherbe, Cedric,Monbaliu, Jean-Christophe M.,Remacle, Francoise,Eppe, Gauthier. "Understanding chemical interaction between phosphonate-derivative molecules and a silver surface cluster in SERS: A combined experimental and computational approach". . p. 22180 - 22187. Retrieved 2019.
• 2、 L?pez-Maya, Elena,Montoro, Carmen,Rodríguez-Albelo, L. Marleny,Aznar Cervantes, Salvador D.,Lozano-Pérez, A. Abel,Cenís, José Luis,Barea, Elisa,Navarro, Jorge A. R.. "Textile/metal-organic-framework composites as self-detoxifying filters for chemical-warfare agents". . p. 6790 - 6794. Retrieved 2015.
• 3、 Tzou, T. Z.,Weller, S. W.. "Catalytic Oxidation of Dimethyl Methylphosphonate". . p. 370 - 374. Retrieved 1994.
• 4、 Wilson, Craig,Cooper, Nicholas J.,Briggs, Michael E.,Cooper, Andrew I.,Adams, Dave J.. "Investigating the breakdown of the nerve agent simulant methyl paraoxon and chemical warfare agents GB and VX using nitrogen containing bases". . p. 9285 - 9291. Retrieved 2018.
• 5、 Gazizov,Zverev,Karimova,Gazizov,Sinyashin. "Theoretical and experimental study of reactions of esters of P(IV) acids with pentachloroethane". . p. 66 - 68. Retrieved 2005.
• 6、 Templeton, M. K.,Weinberg, W. H.. "Adsorption and Decomposition of Dimethyl Methylphosphonate on an Aluminum Oxide Surface". . p. 97 - 108. Retrieved 1985.