Methylphosphonic acid

Base Information

• Chemical Name: Methylphosphonic acid
• CAS No.: 993-13-5
• Molecular Formula: CH5O3P
• Molecular Weight: 96.0227
• Hs Code.: 29310099
• European Community (EC) Number: 213-607-2
• NSC Number: 119358
• UNII: 329W4YM10Z
• DSSTox Substance ID: DTXSID5047748
• Nikkaji Number: J554A
• Wikipedia: Methylphosphonic_acid
• Wikidata: Q15634110
• Pharos Ligand ID: KWLR3CCUCM81
• Metabolomics Workbench ID: 52410
• ChEMBL ID: CHEMBL122938
• Mol file: 993-13-5.mol

Synonyms:aluminum methylphosphonate;dihydrogen methylphosphonate;methylphosphonate;methylphosphonic acid

Chemical Property of Methylphosphonic acid

Chemical Property:

• Appearance/Colour: White crystal or flake
• Vapor Pressure: 0.00269mmHg at 25°C
• Melting Point: 105-107 °C(lit.)
• Refractive Index: 1.431
• Boiling Point: 265.2 °C at 760 mmHg
• PKA: pK1:2.38;pK2:7.74 (25°C)
• Flash Point: 114.2 °C
• PSA: 67.34000
• Density: 1.495 g/cm³
• LogP: -0.20610
• Storage Temp.: ?20°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: soluble2.88 g in 30 mL, clear, colorless
• Water Solubility.: Soluble in water and alcohol.
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 95.99763101
• Heavy Atom Count: 5
• Complexity: 61.3

Purity/Quality:

98% ^*data from raw suppliers

p-MethylphosphonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,T,F
• Statements: 22-34-39/23/24/25-23/24/25-11
• Safety Statements: 26-36/37/39-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CP(=O)(O)O
• Recent ClinicalTrials: Safety Study of an Oral Vaccine to Prevent Seasonal Influenza
• Uses: Methylphosphonic acid is used to produce methyl-phosphonic acid dichloride by chlorination.

Technology Process of Methylphosphonic acid

There total 61 articles about Methylphosphonic 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: 96.0%

dimethyl methane phosphonate (756-79-6) → methylphosphonic acid (993-13-5)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1016/S0009-3084(99)00028-6

Reference yield: 15.3%

chloromethylphosphonic acid (2565-58-4) + iminodiacetic acid (142-73-4) → GI + methylphosphonic acid (993-13-5) + tri-sodium salt of N-phosphonomethylglycine (34494-03-6,40465-64-3,40465-65-4,70393-85-0,102413-71-8)

Guidance literature:

With sodium hydroxide; copper; In water; at 95 ℃; for 17 - 65h;

Reference yield: 15.3%

chloromethylphosphonic acid (2565-58-4) + iminodiacetic acid (142-73-4) → methylphosphonic acid (993-13-5)

Guidance literature:

With sodium hydroxide; copper; In water; at 95 ℃; for 1.2h;

upstream raw materials:

methylphosphonic acid dichloroanhydride

methylphosphine

dibutyl methylphosphonate

chloroacetic acid ethyl ester

Downstream raw materials:

dimethyl methane phosphonate

methylphosphonofluoridic acid

methylphosphonic acid dichloroanhydride

1,3,5,7,9-Pentamethyl-3,5,7,9-tetraphenyl-cyclo-1-phosphonoxy-tetrasiloxan

Refernces

• 1、 Li, Bin,Nachon, Florian,Froment, Marie-Therese,Verdier, Laurent,Debouzy, Jean-Claude,Brasme, Bernardo,Gillon, Emilie,Schopfer, Lawrence M.,Lockridge, Oksana,Masson, Patrick. "Binding and hydrolysis of soman by human serum albumin". . p. 421 - 431. Retrieved 2008.
• 2、 Pellerin, Bruno,Guenot, Pierre,Denis, Jean-Marc. "METHYLIDENEPHOSPHINE". . p. 5811 - 5814. Retrieved 1987.
• 3、 Wu, Yan-Lan,Li, Xin-Xiong,Qi, Yan-Jie,Yu, Hao,Jin, Lu,Zheng, Shou-Tian. "{Nb288O768(OH)48(CO3)12}: A Macromolecular Polyoxometalate with Close to 300 Niobium Atoms". . p. 8572 - 8576. Retrieved 2018.
• 4、 Li, Chunya,Saga, Yuta,Onozawa, Shun-Ya,Kobayashi, Shu,Sato, Kazuhiko,Fukaya, Norihisa,Han, Li-Biao. "Wet and dry processes for the selective transformation of phosphonates to phosphonic acids catalyzed by br?nsted acids". . p. 14411 - 14419. Retrieved 2020/12/29.
• 5、 Rodin,Baygildiev,Krylov,Osipov,Krylov,Yashkir,Rybalchenko. "Synthesis of the Tripeptides Tyr-Thr-Lys Phosphorylated with Isopropyl Methyl- and (Deuteromethyl)phosphonochloridates as Reference Standards for the Analysis of Biomedical Samples". . p. 2103 - 2107. Retrieved 2019/11/29.