TRIFLUOROMETHYLPHOSPHONIC ACID

Base Information

• Chemical Name: TRIFLUOROMETHYLPHOSPHONIC ACID
• CAS No.: 374-09-4
• Molecular Formula: CH2 F3 O3 P
• Molecular Weight: 149.994
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60375342
• Nikkaji Number: J346.038J
• Wikidata: Q82163870
• Mol file: 374-09-4.mol

Synonyms:Phosphonic acid,(trifluoromethyl)- (6CI,7CI,8CI,9CI); (Trifluoromethyl)phosphonic acid;Trifluoromethanephosphonic acid

Chemical Property of TRIFLUOROMETHYLPHOSPHONIC ACID

Chemical Property:

• Melting Point: 77°C
• Boiling Point: 210.5°Cat760mmHg
• Flash Point: 81.1°C
• PSA: 67.34000
• Density: 1.861g/cm³
• LogP: 0.68390
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 149.96936541
• Heavy Atom Count: 8
• Complexity: 121

Purity/Quality:

98%Min ^*data from raw suppliers

TRIFLUOROMETHYLPHOSPHONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(F)(F)(F)P(=O)(O)O

Technology Process of TRIFLUOROMETHYLPHOSPHONIC ACID

There total 32 articles about TRIFLUOROMETHYLPHOSPHONIC 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%

trifluoromethylphosphine (420-52-0) → (trifluoromethyl)phosphonic acid (374-09-4)

Guidance literature:

With HNO₃; oxidn.; concd. HNO3;

DOI:10.1039/JR9540003896

Reference yield: 90.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + isopropyl (trifluoromethyl)phosphinate (71545-04-5) → (trifluoromethyl)phosphonic acid (374-09-4)

Guidance literature:

With water; dibenzylamine; In 1,4-dioxane; at 100 ℃; for 3h; Solvent; Temperature; Inert atmosphere;

DOI:10.3762/bjoc.10.66

Reference yield: 83.0%

trifluoromethyldiiodophosphine (421-59-0) → (trifluoromethyl)phosphonic acid (374-09-4)

Guidance literature:

With H₂O; H₂O₂; In water; byproducts: iodine; 2 h shaking with H2O at 20°C excluding air; oxidn. with H2O2; WARNING: immediate addn. of oxidizing agent leads to explosion!!!; filtration; washing (H2O); 5-6 d freeze-drying; sublimation;

DOI:10.1039/JR9540003598

upstream raw materials:

trifluoromethyldiiodophosphine

water

dihydrogen peroxide

trifluoromethylphosphine

Downstream raw materials:

K⁽¹⁺⁾*CF₃P(O)(OH)O^(1-)=CF₃P(O)(OH)OK

Na⁽¹⁺⁾*CF₃P(O)(OH)O^(1-)=CF₃P(O)(OH)ONa

PO₂(OH)CF₃^(1-)*C₆H₅NH₃⁽¹⁺⁾=PO(OH)OCF₃C₆H₅NH₃

Refernces

• 1、 Pavlenko, Natalia V.,Oos, Tatiana I.,Yagupolskii, Yurii L.,Gerus, Igor I.,Doeller, Uwe,Willms, Lothar. "Novel Family of (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl) phosphinic Acids - Analogues of α-Amino Acids". . p. 722 - 731. Retrieved 2014/05/06.
• 2、 Cavell, Ronald G.,Pinkerton, A. Alan,Sim, William,Tomlinson, Adrian J.. "Some reactions of bis(trifluoromethyl)phosphines, -phosphine oxides, and -phosphine sulfides with alcohols and mercaptans. Preparation, characterization, and NMR spectra of a homologous series of esters and thioesters". . p. 2901 - 2908. Retrieved 2007/10/12.