4,4,4-Trifluoro-3-oxobutanoic acid

Base Information

• Chemical Name: 4,4,4-Trifluoro-3-oxobutanoic acid
• CAS No.: 400-36-2
• Molecular Formula: C4H3 F3 O3
• Molecular Weight: 156.061
• Hs Code.: 2918300090
• European Community (EC) Number: 609-777-6
• DSSTox Substance ID: DTXSID00517461
• Nikkaji Number: J1.193.625C
• Wikidata: Q72513161
• Mol file: 400-36-2.mol

Synonyms:400-36-2;4,4,4-Trifluoro-3-oxobutanoic acid;4,4,4-TRIFLUORO-3-OXO-BUTYRIC ACID;4,4,4-TRIFLUORO-3-OXOBUTYRIC ACID;trifluoroacetoacetic acid;4,4,4-Trifluoro-3-oxobutanoicacid;Butanoic acid, 4,4,4-trifluoro-3-oxo-;SCHEMBL1059262;DTXSID00517461;LIQBKSIZAXKCPA-UHFFFAOYSA-N;AKOS006289057

Chemical Property of 4,4,4-Trifluoro-3-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 0.25mmHg at 25°C
• Refractive Index: 1.359
• Boiling Point: 189.633 °C at 760 mmHg
• PKA: 0.83±0.32(Predicted)
• Flash Point: 68.488 °C
• PSA: 54.37000
• Density: 1.52g/cm³
• LogP: 0.59250
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 156.00342844
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99%, ^*data from raw suppliers

4,4,4-Trifluoro-3-oxobutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4,4-Trifluoro-3-oxobutanoic acid

There total 7 articles about 4,4,4-Trifluoro-3-oxobutanoic 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: 92.0%

4,4,4-trifluoro-3-oxobutanoyl chloride (2261-53-2) → trifluoroacetylacetic acid (400-36-2)

Guidance literature:

With water; In 1,4-dioxane; 1,2-dichloro-ethane; at -40 - -20 ℃; for 2h;

Reference yield: 24.0%

bis-imidazolium 2,2-dimethyl-5-(trifluoroacetyl)-1,3-dioxan-4,6-dionate → trifluoroacetylacetic acid (400-36-2) + 2,2-dimethyl-5-(trifluoroacetyl)-1,3-dioxan-4,6-dione (188616-67-3) + 6-Trifluoromethyl-2,2-dimethyl-2H,4H-1,3-dioxin-4-one

Guidance literature:

With hydrogenchloride; In diethyl ether; chloroform; at -30 - 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1016/j.tet.2017.01.065

Reference yield:

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → trifluoroacetylacetic acid (400-36-2)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

ethyl 4,4,4-trifluoroacetoacetate

trifluoroacetoacetic acid enol

4,4,4-trifluoro-3-oxobutanoyl chloride

Downstream raw materials:

1,1,1-trifluoro-2-propanone

methylammonium carbonate

2-oxo-4-phenyl-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester

6-trifluoromethyl-4-oxo-4H-1,3-dioxine-2-spirocyclohexane

Refernces

• 1、 -. "METHOD FOR PREPARATION OF TRIFLUOROACETYLACETIC ACID". Page/Page column 10; 11; 12. . Retrieved 2016/02/29.
• 2、 -. "Synthesis of low-fluoride organic compounds". . . Retrieved 2008/06/13.