Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate

Base Information

• Chemical Name: Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate
• CAS No.: 156748-67-3
• Molecular Formula: C6H12 F3 O4 P
• Molecular Weight: 236.13
• European Community (EC) Number: 803-072-9
• DSSTox Substance ID: DTXSID60404343
• Nikkaji Number: J734.059A
• Mol file: 156748-67-3.mol

Synonyms:156748-67-3;Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate;1-diethoxyphosphoryl-2,2,2-trifluoroethanol;Phosphonic acid, P-(2,2,2-trifluoro-1-hydroxyethyl)-, diethyl ester;DIETHYL (2 2 2-TRIFLUORO-1-HYDROXYETHYL&;SCHEMBL5382467;DTXSID60404343;ZVRKPNJLSIJXPF-UHFFFAOYSA-N;AKOS015893956;Diethyl(2 2 2-trifluoro-1-hydroxyethyl&;diethyl 2,2,2-trifluoro-1-hydroxyethyl phosphonate;J-009340;Diethyl (2,2,2-trifluoro-1-hydroxyethyl)-phosphonate;Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate, 97%;DIETHYL 2,2,2-TRIFLUORO-1-HYDROXYETHYLPHOSPHONATE

Chemical Property of Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate

Chemical Property:

• Vapor Pressure: 0.00194mmHg at 25°C
• Melting Point: 59-63 °C(lit.)
• Refractive Index: 1.387
• Boiling Point: 259°C at 760 mmHg
• PKA: 10.30±0.20(Predicted)
• Flash Point: 110.5°C
• PSA: 65.57000
• Density: 1.321g/cm³
• LogP: 2.13320
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 236.04253034
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

DIETHYL-2,2,2-TRIFLUORO-1-HYDROXYETHYLPHOSPHONATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22-36/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOP(=O)(C(C(F)(F)F)O)OCC

Technology Process of Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate

There total 3 articles about Diethyl (2,2,2-trifluoro-1-hydroxyethyl)phosphonate 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: 92.9%

2,2,2-trifluoro-1,1-ethanediol (421-53-4) + phosphonic acid diethyl ester (762-04-9) → 2,2,2-Trifluoroethane-1-hydroxy-1-phosphonic acid diethyl ester (156748-67-3)

Guidance literature:

With triethylamine; In water; for 1h;

DOI:10.1039/d0nj00963f

Reference yield: 90.0%

phosphonic acid diethyl ester (762-04-9) + ethyl trifluoroacetaldehyde hemiacetal (433-27-2) → 2,2,2-Trifluoroethane-1-hydroxy-1-phosphonic acid diethyl ester (156748-67-3)

Guidance literature:

With triethylamine; for 10h; Product distribution; Ambient temperature;

Reference yield:

ethyl trifluoroacetate, (383-63-1) + phosphonic acid diethyl ester (762-04-9) → 2,2,2-Trifluoroethane-1-hydroxy-1-phosphonic acid diethyl ester (156748-67-3)

Guidance literature:

With diisobutylaluminium hydride; triethylamine; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 1.5 h; -78 deg C -> room temp., 2 h, 2.) 60 deg C, 8 h;

DOI:10.1016/0022-1139(96)03432-x

upstream raw materials:

phosphonic acid diethyl ester

ethyl trifluoroacetaldehyde hemiacetal

ethyl trifluoroacetate,

2,2,2-trifluoro-1,1-ethanediol