3-(Hydroxymethylphosphinyl)propionic acid

Base Information

• Chemical Name: 3-(Hydroxymethylphosphinyl)propionic acid
• CAS No.: 15090-23-0
• Molecular Formula: C4H9O4P
• Molecular Weight: 152.087
• Hs Code.: 2931900090
• European Community (EC) Number: 239-144-6
• UNII: 7121F28V50
• DSSTox Substance ID: DTXSID50864553
• Nikkaji Number: J344.559C
• Wikidata: Q27265913
• Mol file: 15090-23-0.mol

Synonyms:methylphosphinicopropionic acid;MPP-PA

Chemical Property of 3-(Hydroxymethylphosphinyl)propionic acid

Chemical Property:

• Vapor Pressure: 6.95E-11mmHg at 25°C
• Melting Point: approximate 95℃ (dec.)
• Refractive Index: 1.463
• Boiling Point: 488.609 °C at 760 mmHg
• PKA: 2.69±0.50(Predicted)
• Flash Point: 249.302 °C
• PSA: 84.41000
• Density: 1.372 g/cm³
• LogP: 0.36130
• Storage Temp.: 2-8°C
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 152.02384576
• Heavy Atom Count: 9
• Complexity: 153

Purity/Quality:

98%Min ^*data from raw suppliers

MPP(>99%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CP(=O)(CCC(=O)O)O
• Uses: The major labelled metabolite of Glufosinate (G596950) The major metabolite of Glufosinate Disodium Salt of 3-Methylphosphinicopropionic Acid

Technology Process of 3-(Hydroxymethylphosphinyl)propionic acid

There total 10 articles about 3-(Hydroxymethylphosphinyl)propionic 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: 99.3%

C10H21O4P → 2-carboxyethyl-methyl-phosphinic acid (15090-23-0)

Guidance literature:

With water; at 110 ℃; for 4h;

Reference yield: 98.0%

methylphosphonic acid dichloroanhydride (676-97-1) + acrylic acid (79-10-7) → 2-carboxyethyl-methyl-phosphinic acid (15090-23-0)

Guidance literature:

methylphosphonic acid dichloroanhydride; acrylic acid; at 60 - 80 ℃; Inert atmosphere;

With water; In acetone; for 0.166667h; Solvent; Reflux;

Reference yield: 98.0%

ethyl 3-(ethoxymethylphosphinyl)propionate (15090-27-4) → 2-carboxyethyl-methyl-phosphinic acid (15090-23-0)

Guidance literature:

With sulfuric acid; water; at 100 ℃; for 6h;

upstream raw materials:

3-(methylchlorophosphoryl)propionyl chloride

trimethylsilyl methyl(3-trimethylsiloxy-3-cyano-2-propenyl)phosphinate

bis(trimethylsilyl) 2-(methoxycarbonyl)ethylmethylphosphonite

methyl iodide

Refernces

• 1、 Xu, Jianmiao,Zhang, Kai,Cao, Huiting,Li, Heng,Cheng, Feng,Cao, Chenghao,Xue, Ya-Ping,Zheng, Yu-Guo. "Development of a biocatalytic cascade for synthesis of 2-oxo-4-(hydroxymethylphosphinyl) butyric acid in one pot". . p. 190 - 197. Retrieved 2021.
• 2、 -. "Lithium salt compound, preparation method thereof and lithium ion battery electrolyte containing lithium salt compound". Paragraph 0079-0081. . Retrieved 2020/10/04.
• 3、 -. "Single molecular expansion type alkyl phosphinate flame retardant and preparation method thereof". Paragraph 0036; 0037; 0038; 0039; 0049; 0053; 0057. . Retrieved 2017/08/29.