Bis-trifluoromethyl Ethylphosphonate

Base Information

• Chemical Name: Bis-trifluoromethyl Ethylphosphonate
• CAS No.: 650-16-8
• Molecular Formula: C6H9F6O3P
• Molecular Weight: 274.09800
• DSSTox Substance ID: DTXSID50404413
• Nikkaji Number: J2.572.198E
• Wikidata: Q82208600
• Mol file: 650-16-8.mol

Synonyms:Bis-trifluoromethyl Ethylphosphonate;650-16-8;bis-trifluoroethyl ethylphosphonate;2-[ethyl(2,2,2-trifluoroethoxy)phosphoryl]oxy-1,1,1-trifluoroethane;SCHEMBL575493;Ethyl-phosphonic Acid Bis(2,2,2-trifluoroethyl) Ester;DTXSID50404413;Phosphonic acid, ethyl-, bis(2,2,2-trifluoroethyl) ester;LIKKZVFVRKNSHY-UHFFFAOYSA-N;AKOS028111759;FT-0663401;BIS(2,2,2-TRIFLUOROETHYL) ETHYLPHOSPHONATE

Chemical Property of Bis-trifluoromethyl Ethylphosphonate

Chemical Property:

• Vapor Pressure: 0.982mmHg at 25°C
• Boiling Point: 184.9oC at 760 mmHg
• Flash Point: 65.6oC
• PSA: 45.34000
• Density: 1.389g/cm3
• LogP: 3.35720
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 274.01935011
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%Min ^*data from raw suppliers

Bis-trifluoroethylEthylphosphonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCP(=O)(OCC(F)(F)F)OCC(F)(F)F

Technology Process of Bis-trifluoromethyl Ethylphosphonate

There total 2 articles about Bis-trifluoromethyl Ethylphosphonate 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%

2,2,2-trifluoroethanol (75-89-8) + Ethylphosphonic dichloride (1066-50-8) → ethylphosphonic acid bis-(2,2,2-trifluoroethyl) ester (650-16-8)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1055/s-2006-958967

Reference yield: 62.0%

2,2,2-trifluoroethanol (75-89-8) + C4H8F3O2P (1253045-90-7) → ethylphosphonic acid bis-(2,2,2-trifluoroethyl) ester (650-16-8)

Guidance literature:

With triethylamine; In tetrachloromethane;

DOI:10.1134/S1070363210030102

Reference yield:

ethylphosphonic acid bis-(2,2,2-trifluoroethyl) ester (650-16-8) → ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate (107905-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi, HMDS / hexane; tetrahydrofuran / 0.5 h / -78 - 0 °C

2: aq. HCl

With hydrogenchloride; n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane;

DOI:10.1080/00397919108021600

upstream raw materials:

2,2,2-trifluoroethanol

Ethylphosphonic dichloride

C₄H₈F₃O₂P

Downstream raw materials:

ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate