367-57-7

Basic information

• Product Name: 1,1,1-Trifluoro-2,4-pentanedione
• Synonyms: 1,1,1-Trifluoro-2,4-pentadione;1,1,1-trifluoro-4-pentanedione;4-Pentanedione,1,1,1-trifluoro-2;CF3COH=CHCOCH3;TRIFLUOROACETYLACETONE;1,1,1-Trifluoro-2,4-pentanedione, 98% 25ML;Trifluoro-2,4-pentane;(Trifluoroacetyl)acetone, 2,4-Dioxo-1,1,1-trifluoropentane, 1,1,1-Trifluoroacetylacetone
• CAS NO: 367-57-7
• Molecular Formula: C₅H₅F₃O₂
• Molecular Weight: 154.09
• EINECS: 206-698-5
• Product Categories: Building Blocks;C3 to C6;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks;Achiral Oxygen;API intermediates;Environmentally-friendly Oxidation;Ligands (Environmentally-friendly Oxidation);Synthetic Organic Chemistry;organofluorine compounds
• Mol File: 367-57-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 105-107 °C(lit.)
• Flash Point: 79 °F
• Appearance: deep brownish-yellow/Liquid
• Density: 1.27 g/mL at 25 °C(lit.)
• Vapor Pressure: 36.3mmHg at 25°C
• Refractive Index: n20/D 1.388(lit.)
• Storage Temp.: Flammables area
• PKA: 6.69±0.10(Predicted)
• Water Solubility: slightly soluble
• BRN: 1705177
• CAS DataBase Reference: 1,1,1-Trifluoro-2,4-pentanedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1-Trifluoro-2,4-pentanedione(367-57-7)
• EPA Substance Registry System: 1,1,1-Trifluoro-2,4-pentanedione(367-57-7)

Safety Data

• Hazard Codes: Xn,F,Xi
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 36/37-36/37/39-26-16
• RIDADR: UN 1224 3/PG 3
• WGK Germany: 3
• TSCA: T
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 367-57-7(Hazardous Substances Data)

Usage

Chemical Properties

Clear light yellow to orange liquid

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.

General Description

1,1,1-Trifluoro-2,4-pentanedione is known as trifluoro-acetylacetone (TFAA). Molecular structure of 1,1,1-trifluoro-pentane-2,4-dione has been investigated by Density Functional Theory (DFT) calculations.

InChI:InChI=1/C6H9F3O2/c1-2-3-4-11-5(10)6(7,8)9/h2-4H2,1H3

Upstream product

• 354-32-5 trifluoracetyl chloride 
• 24262-31-5 acetone enolate ion 
• 144864-94-8 5,5,5-trifluoro-4-hydroxy-pent-3-en-2-one 
• 106608-73-5 4-Amino-1,1,1-trifluoro-3-penten-2-one 
• 106578-72-7 (Z)-4-amino-5,5,5-trifluoropent-3-en-2-one 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 27773-93-9 europium(III) tetrakis-trifluoroacetylacetonate^(1-) 
• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 
• 67-64-1 acetone 
• 658-78-6 1-nitro-4-trifluoroacetoxy-benzene 
• 5672-87-7 p-methoxyphenyl trifluoroacetate 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 135351-20-1 1,1,1-trifluoro-4-methoxypent-3-en-2-one 
• 91529-27-0 1,1,1-Trifluoro-3-(triphenyl-λ⁵-arsanylidene)-pentane-2,4-dione 

Downstream Products

• 400-31-7 1,1,1-trifluoro-4-methyl-pent-3-en-2-one 
• 367-58-8 1,1,1-trifluoro-4-hydroxy-4-methyl-pentan-2-one 
• 7141-17-5 1,1,1-trifluoro-4-thioxo-pentan-2-one enethiol tautomer 
• 383-63-1 ethyl trifluoroacetate, 
• 67-64-1 acetone 
• 91606-60-9 4-(trifluoromethyl)-2-hydroxy-6-methylpyrimidine 
• 5734-63-4 2-amino-6-methyl-4-(trifluoromethyl)pyrimidine 
• 72567-46-5 1,2-dihydro-1-amino-4-trifluoromethyl-6-methyl-2-oxopyridine-3-carbonitrile 
• 117783-04-7 3-(2-acetylphenylhydrazone)-1,1,1-trifluoro-2,4-pentane dione 
• 102818-02-0 6-Methyl-2-thioxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carboxylic acid benzylamide 
• 98968-42-4 2-benzylthio-5-methyl-7-trifluoromethyl-1,2,4-triazolo[1,5-a]-pyrimidine 
• 126802-63-9 2-Benzylsulfanyl-7-methyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine 
• 102818-03-1 6-Methyl-2-thioxo-4-trifluoromethyl-1,2-dihydro-pyridine-3-carboxylic acid (4-chloro-phenyl)-amide 
• 89565-34-4 C₁₇H₁₅F₃N₄O₄S 

Relevant articles and documents

Competing Pathways in Gas-Phase Reactions of Ambident Nucleophiles

-

1,5-Diketones Synthesis via Three-Component Cascade Reaction

A mild and efficient cascade synthesis of 1,5-diketones from readily available N,N-dicyclohexylmethylamine, 1,3-dicarbonyl compounds, and trifluoromethyl β-diketones has been developed. This cascade reaction occurs via an oxidation/Mannich reaction/Cope elimination/Michael addition/retro-Claisen reaction sequence, and provides multiple C-C bond formations in one pot. In addition, exquisite chemoselectivity is achieved in the reaction between 1,3-dicarbonyl compounds and trifluoromethyl β-diketones.

Synthesis and characterization of the titanium complexes bearing two regioisomeric trifluoromethyl-containing enaminoketonato ligands and their behavior in ethylene polymerization

A series of new titanium complexes bearing two regioisomeric trifluoromethyl-containing enaminoketonato ligands (3a-h and 6a-h), [PhNCRCHC(CF3)O]2TiCl2 (3a, R = Me; 3b, R = n-C5H11; 3c, R = i-Pr; 3d, R = Cy; 3e, R = t-Bu; 3f, R = CHCHPh; 3g, R = Et; 3h, R = n-C11H23) and [PhNC(CF 3)CHC(R)O]2TiCl2 (6a, R = Ph; 6b, R = n-C 5H11; 6c, R = i-Pr; 6d, R = Cy; 6e, R = t-Bu; 6f, R = CHCHPh; 6g, R = CHPh2; 6h, R = CF3) have been synthesized and characterized. X-ray crystal structures analyses suggest that complexes 3c-e and 6c-d all adopt a distorted octahedral geometry around the titanium center. Complexes 3c, 3d and 6c display a cis-configuration of the two chlorine atoms around the titanium center, while complex 6d shows a trans-configuration of the two chlorine atoms. Especially, the configurational isomers (cis and trans) of complex 3e were identified both in solution and in the solid state by NMR and X-ray analyses. With modified methylaluminoxane as a cocatalyst, all the complexes are active towards ethylene polymerization, and produce high molecular weight polymers. With the variation of the relative position of the imino group and the trifluoromethyl group of the β-enaminoketonato ligands, the polymerization behavior of the catalysts changed remarkably. It is observed that the substituent directly joined to the carbonyl in the ligands plays an important role for both the catalytic activities and the properties of the polymers produced. The Royal Society of Chemistry 2009.