322-06-5

Basic information

• Product Name: 4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione
• Synonyms: 2-Methyl-1-phenyl-4,4,4-trifluorobutane-1,3-dione;4,4,4-Trifluoro-2-methyl-1-phenylbutane-1,3-dione; NSC 42773
• CAS NO: 322-06-5
• Molecular Formula: C₁₁H₉F₃O₂
• Molecular Weight: 230.18
• Mol File: 322-06-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 255.6°Cat760mmHg
• Flash Point: 88.2°C
• Appearance: /
• Density: 1.248g/cm³
• Vapor Pressure: 0.0161mmHg at 25°C
• Refractive Index: 1.461
• PKA: 6.72±0.26(Predicted)
• CAS DataBase Reference: 4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione(322-06-5)
• EPA Substance Registry System: 4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione(322-06-5)

Safety Data

• Hazardous Substances Data: 322-06-5(Hazardous Substances Data)

Usage

General Description

4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione, also known as trifluoromethylacetone, is a chemical compound with the molecular formula C10H9F3O2. It is a yellow to light brown liquid that is used in various industrial and research applications. 4,4,4-trifluoro-2-methyl-1-phenyl-butane-1,3-dione is commonly used as a building block in organic synthesis and as a reagent in chemical reactions. It is also used as a solvent in the production of pharmaceuticals and other organic compounds. Trifluoromethylacetone is known for its strong odor and should be handled with caution due to its potential health hazards. It is important to follow safety precautions and handle this chemical in a well-ventilated area.

InChI:InChI=1/C11H9F3O2/c1-7(10(16)11(12,13)14)9(15)8-5-3-2-4-6-8/h2-7H,1H3

Upstream product

• 431-47-0 trifluoroacetic acid-methyl ester 
• 93-55-0 1-phenyl-propan-1-one 
• 383-63-1 ethyl trifluoroacetate, 
• 97070-51-4 1-(1-phenyl-1-propenyl)-pyrrolidine 
• 1546-79-8 N-trifluoroacetylimidazole 
• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 

Downstream Products

• 769-60-8 2-methyl-1-phenylprop-2-en-1-one 
• 14088-57-4 2-diazo-1-phenyl-1-propanone 

Relevant articles and documents

Highly selective trifluoroacetic ester/ketone metathesis: An efficient approach to trifluoromethyl ketones and esters

A highly selective and atom efficient 'trifluoroacetic ester/ketone metathesis' has been sincerely witnessed. Enolizable alkyl (at least two non-hydrogen atoms) aryl ketones were found to react readily with ethyl trifluoroacetate under the promotion of NaH to afford trifluoroacetic ester/ketone exchange products, trifluoromethyl ketones (TFMKs), and aromatic acid esters, which were quite different from the general Claisen condensation products, 1,3-diketones. The outcome of the reaction between ketone and ethyl trifluoroacetate is strongly related to the structures of substrates, the steric congestion caused by alkyl group is in favor of the C-C bond cleavage. DFT investigation further disclosed that the metathesis reaction was a kinetically favored pathway. Using only a slight excess of cheap trifluoromethylation reagent, simple operation and mild conditions make it a practical method for preparation of TFMKs on large scale, as well as a new choice of converting aryl alkyl ketones to aromatic acid esters.

Discovery of a potent, selective and orally active canine COX-2 inhibitor, 2-(3-difluoromethyl-5-phenyl-pyrazol-1-yl)-5-methanesulfonyl-pyridine

Structure-activity relationship (SAR) studies of 2-[3-di(and tri)fluoromethyl-5-arylpyrazol-1-yl]-5-methanesulfonylpyridine derivatives for canine COX enzymes are described. This led to the identification of 12a as a lead candidate for further progression. The in vitro and in vivo activity of 12a for the canine COX-2 enzyme as well as its in vivo efficacy and pharmacokinetic properties in dog are highlighted.

Substituted pyrazolyl benzenesulfonamides for the treatment of inflammation

A class of pyrazolyl benzenesulfonamide compounds is described for use in treating inflammation and inflammation-related disorders. Compounds of particular interest are defined by Formula II: STR1 or a pharmaceutically-acceptable salt thereof.