Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate

Base Information

• Chemical Name: Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate
• CAS No.: 83961-56-2
• Molecular Formula: C24H20 F3 O3 P
• Molecular Weight: 444.39
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20408004
• Nikkaji Number: J553.687A
• Wikidata: Q82213362
• Mol file: 83961-56-2.mol

Synonyms:Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate;83961-56-2;ethyl 4,4,4-trifluoro-3-oxo-2-(triphenyl-lambda5-phosphanylidene)butanoate;SCHEMBL497796;DTXSID20408004;AKOS015916140;A1-11001;Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate, 97%;2-(Triphenylphosphoranylidene)-3-oxo-4,4,4-trifluorobutyric acid ethyl ester

Chemical Property of Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate

Chemical Property:

• Vapor Pressure: 3.66E-10mmHg at 25°C
• Melting Point: 128-130 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 500.8°C at 760 mmHg
• Flash Point: 256.7°C
• PSA: 53.18000
• Density: 1.28g/cm³
• LogP: 3.84740
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 444.11021598
• Heavy Atom Count: 31
• Complexity: 630

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C(=O)C(F)(F)F
• Uses: Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate is a catalyst for preparation of solvent and aqueous-borne polyolefin coatings obtained by catalytic polymerization 1 Used as ligand in synthesis nickel phosphanylenolate complex-catalyzed ethylene oligomerization and polymerization reactions 2

Technology Process of Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate

There total 4 articles about Ethyl 4,4,4-trifluoro-2-(triphenylphosphoranylidene)acetoacetate 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%

trifluoroacetic anhydride + (carbethoxymethyl)triphenylphosphonium bromide (1530-45-6) → 4,4,4-trifluoro-3-oxo-2-(triphenylphosphoranylidene)butanoic acid ethyl ester (83961-56-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 1.5h;

DOI:10.3762/bjoc.9.33

Reference yield: 90.0%

(carbethoxymethyl)triphenylphosphonium bromide (1530-45-6) + trifluoroacetic anhydride (407-25-0) → 4,4,4-trifluoro-3-oxo-2-(triphenylphosphoranylidene)butanoic acid ethyl ester (83961-56-2)

Guidance literature:

With triethylamine; at 0 ℃; for 2h;

DOI:10.1055/s-2002-32977

Reference yield: 76.0%

trifluoroacetic anhydride (407-25-0) → 4,4,4-trifluoro-3-oxo-2-(triphenylphosphoranylidene)butanoic acid ethyl ester (83961-56-2)

Guidance literature:

(carbethoxymethyl)triphenylphosphonium bromide; With triethylamine; In tetrahydrofuran; at 2 ℃; for 0.5h;

trifluoroacetic anhydride; In tetrahydrofuran; for 2.66667h;

upstream raw materials:

(carbethoxymethyl)triphenylphosphonium bromide

trifluoroacetic anhydride

triphenylphosphine

Downstream raw materials:

ethyl (2Z)-3-trifluoromethyl-3-phenylprop-2-enoate

ethyl (2E)-3-trifluoromethyl-3-phenylprop-2-enoate

ethyl 4,4,4-trifluoro-2-butynate

3-(2,6-dichloro-phenyl)-5-trifluoromethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester