Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate

Base Information

• Chemical Name: Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate
• CAS No.: 107905-52-2
• Molecular Formula: C9H13 F6 O5 P
• Molecular Weight: 346.163
• Hs Code.: 2931900090
• European Community (EC) Number: 879-965-2
• DSSTox Substance ID: DTXSID30390789
• Nikkaji Number: J903.276B
• Mol file: 107905-52-2.mol

Synonyms:Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate;107905-52-2;Ethyl 2-[bis(2,2,2-trifluoroethoxy)phosphoryl]propanoate;2-[Bis(2,2,2-trifluoroethoxy)phosphinyl]propanoic Acid Ethyl Ester;SCHEMBL1443822;Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono]Propionate;DTXSID30390789;AKOS030255789;FT-0668172;C90272;EN300-7549599;J-002033;Ethyl2-[Bis(2,2,2-trifluoroethyl)phosphono]Propionate;2-[bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-propionic acid ethyl ester

Chemical Property of Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate

Chemical Property:

• Vapor Pressure: 0.0043mmHg at 25°C
• Refractive Index: 1.37
• Boiling Point: 115-120°C/20mmHg
• Flash Point: 122.1°C
• PSA: 71.64000
• Density: 1.381g/cm³
• LogP: 3.28890
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 8
• Exact Mass: 346.04047948
• Heavy Atom Count: 21
• Complexity: 371

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl2-[Bis(2,2,2-trifluoroethyl)phosphono]Propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate

There total 7 articles about Ethyl 2-[Bis(2,2,2-trifluoroethyl)phosphono] Propionate 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: 92.0%

2,2,2-trifluoroethanol (75-89-8) + 1-ethoxycarbonylethylphosphonyl dichloride (107905-58-8) → ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate (107905-52-2) + bis-(2,2,2-trifluoroethyl)-2-(1-chloro-1-ethoxypropenyl)phosphonate

Guidance literature:

With triethylamine; In benzene; at 0 - 22 ℃;

Reference yield: 18.0%

bis(2,2,2-trifluoroethyl)phosphite (92466-70-1) + Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate (107905-52-2)

Guidance literature:

bis(2,2,2-trifluoroethyl)phosphite; With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; In tetrahydrofuran; at 20 ℃;

Ethyl 2-bromopropionate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 5h;

DOI:10.1080/00304949909355724

Reference yield:

tris(2,2,2-trifluoroethyl)phosphite (370-69-4) + Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate (107905-52-2)

Guidance literature:

With aluminum oxide; potassium fluoride; In acetonitrile; Heating;

DOI:10.1021/jo025816s

upstream raw materials:

2,2,2-trifluoroethanol

1-ethoxycarbonylethylphosphonyl dichloride

bis(2,2,2-trifluoroethyl)phosphite

Ethyl 2-bromopropionate

Downstream raw materials:

Methyl (E)-4-(benzyloxy)-2-methyl-2-butenoate

(Z)-ethyl 4-(benzyloxy)-2-methyl-2-butenoate

2,4,6-trimethyl-7-(4-nitro-phenyl)-hepta-(Z)-2,(Z)-4,(E)-6-trienoic acid ethyl ester

2,4,6,8-tetramethyl-undeca-(E)-2,(Z)-4,(E)-6,(Z)-8-tetraenoic acid ethyl ester

Refernces

• 1、 Patois,Savignac,About-Jaudet,Collignon. "A convenient method for the synthesis of bis-trifluoroethyl phosphonoacetates". . p. 2391 - 2396. Retrieved 1991.
• 2、 Hensel, M. J.,Fuchs, P. L.. "A HIGHLY SELECTIVE SYNTHESIS OF A CHIRAL GAMMA-AMINO TRISUBSTITUTED Z-VINYL ESTER.". . p. 1285 - 1296. Retrieved 2007/10/02.