1,1,1-Trifluoro-2,4-pentanedione

Base Information

• Chemical Name: 1,1,1-Trifluoro-2,4-pentanedione
• CAS No.: 367-57-7
• Molecular Formula: C5H5F3O2
• Molecular Weight: 154.089
• Hs Code.: 29147090
• European Community (EC) Number: 206-698-5
• NSC Number: 9455
• UNII: 9N20A8G8SW
• DSSTox Substance ID: DTXSID3059896
• Nikkaji Number: J142.987F
• Wikipedia: 1,1,1-Trifluoroacetylacetone
• Wikidata: Q27272769
• ChEMBL ID: CHEMBL106855
• Mol file: 367-57-7.mol

Synonyms:1,1,1-TFAA;1,1,1-trifluoroacetylacetone

Chemical Property of 1,1,1-Trifluoro-2,4-pentanedione

Chemical Property:

• Appearance/Colour: Clear light yellow to orange liquid
• Vapor Pressure: 36.3mmHg at 25°C
• Refractive Index: n20/D 1.388(lit.)
• Boiling Point: 106 °C at 760 mmHg
• PKA: 6.69±0.10(Predicted)
• Flash Point: 26.1 °C
• PSA: 34.14000
• Density: 1.266 g/cm³
• LogP: 1.09690
• Storage Temp.: Flammables area
• Water Solubility.: slightly soluble
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 154.02416388
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98% , ^*data from raw suppliers

Trifluoroacetylacetone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; F; Xi
• Hazard Codes: Xn,F,Xi
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 36/37-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Ketones
• Canonical SMILES: CC(=O)CC(=O)C(F)(F)F
• Uses: 1,1,1-Trifluoro-2,4-pentanedione has been used as reagent in the preparation of 2-alkylcarbonyl and 2-benzoyl-3-trifluoromethylquinoxaline 1,4-di-N-oxide derivatives.

Technology Process of 1,1,1-Trifluoro-2,4-pentanedione

There total 16 articles about 1,1,1-Trifluoro-2,4-pentanedione 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%

→ 4-[(2-Methoxyphenyl)imino]-1,1,1-trifluoro-2-pentanone + 1,1,1-Trifluoro-2,4-pentanedione (367-57-7)

Guidance literature:

Reference yield: 53.3%

acetone (67-64-1) + 1-nitro-4-trifluoroacetoxy-benzene (658-78-6) → 1,1,1-Trifluoro-2,4-pentanedione (367-57-7)

Guidance literature:

acetone; 1-nitro-4-trifluoroacetoxy-benzene; With sodium ethanolate; In toluene; at 20 ℃; for 6h;

With sulfuric acid;

Reference yield: 50.3%

p-methoxyphenyl trifluoroacetate (5672-87-7) + acetone (67-64-1) → 1,1,1-Trifluoro-2,4-pentanedione (367-57-7)

Guidance literature:

p-methoxyphenyl trifluoroacetate; acetone; With sodium ethanolate; In toluene; at 60 ℃; for 1h;

With sulfuric acid;

upstream raw materials:

ethyl trifluoroacetate,

acetone

trifluoracetyl chloride

acetone enolate ion

Downstream raw materials:

3-methyl-1,1,1-trifluoro-2,4-pentanedione

(E)-1,1,1-trifluoro-4-mesitylbut-3-en-2-one

1,1,1-trifluoro-2-hydroxy-5-(2,4,6-trimethylbenzylidene)pent-2-en-4-one

5-trifluoromethyl-3-methyl-1-<4'-(4''-tolyl)thiazol-2'-yl>pyrazole

Refernces

• 1、 -. "Preparation method for trifluoroacetylacetone". Paragraph 0026-0027; 0036. . Retrieved 2017/11/16.
• 2、 Martins, Marcos A. P.,Marzari, Mara R. B.,Frizzo, Clarissa P.,Zanatta, Marcileia,Buriol, Lilian,Andrade, Valquiria P.,Zanatta, Nilo,Bonacorso, Helio G.. "Comparative study of the regioselectivity and reaction media for the synthesis of 1-tert-butyl-3(5)-trifluoromethyl-1H-pyrazoles". . p. 7112 - 7119. Retrieved 2013/02/21.