1736-06-7

Basic information

• Product Name: 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE
• Synonyms: 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE;2,2,2-TRIFLUORO-1-(M-TOLYL)ETHANONE
• CAS NO: 1736-06-7
• Molecular Formula: C₉H₇F₃O
• Molecular Weight: 188.15
• Mol File: 1736-06-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 194.8 °C at 760 mmHg
• Flash Point: 78.2 °C
• Appearance: /
• Density: 1.224 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE(1736-06-7)
• EPA Substance Registry System: 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE(1736-06-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1736-06-7(Hazardous Substances Data)

Usage

Description

3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE is an organic compound characterized by the presence of a trifluoromethyl group attached to a methyl-substituted phenyl ring. It is known for its unique chemical properties and reactivity, making it a valuable intermediate in various chemical reactions and synthesis processes.

Uses

Used in Chemical Synthesis:
3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE is used as a reactant in the synthesis of (trifluoromethyl)phenyldiazirines, which are valuable compounds for use in photoaffinity labelling. This application takes advantage of the compound's reactivity and its ability to form stable intermediates, allowing for the development of innovative techniques in chemical research and analysis.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE can be utilized as a key intermediate in the synthesis of various drug molecules. Its unique structure and reactivity enable the creation of novel compounds with potential therapeutic applications, contributing to the development of new medications and treatments for various diseases.
Used in Material Science:
3'-METHYL-2,2,2-TRIFLUOROACETOPHENONE may also find applications in material science, particularly in the development of new polymers and materials with specific properties. Its ability to form stable intermediates and participate in various chemical reactions can lead to the creation of advanced materials with improved characteristics, such as enhanced stability, durability, or specific functional properties.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 44, p. 3203, 2001 DOI: 10.1021/jm010826r

Upstream product

• 2923-17-3 lithium trifluoroacetate 
• 28987-79-3 m-tolylmagnesium bromide 
• 76-05-1 trifluoroacetic acid 
• 407-25-0 trifluoroacetic anhydride 
• 591-17-3 meta-bromotoluene 
• 329915-00-6 methyl β-(trifluoroacetyl)vinyl sulfone 
• 78-79-5 isoprene 
• 329914-99-0 phenyl β-(trifluoroacetyl)vinyl sulfone 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 1737-23-1 1-(3-methylphenyl)-2,2,2-trifluoroethanol 
• 620-23-5 m-tolyl aldehyde 
• 13081-18-0 ethyl-3,3,3-trifluoropyruvate 
• 1422-76-0 3-methylbenzenediazonium tetrafluoroborate 
• 383-63-1 ethyl trifluoroacetate, 

Downstream Products

• 1737-23-1 1-(3-methylphenyl)-2,2,2-trifluoroethanol 
• 79663-86-8 1-(3-methylphenyl)-1-(trifluoromethyl)ethanol 
• 370104-05-5 1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone 
• 902453-29-6 N-(1-ethoxy-2,2,2-trifluoro-1-(3-methylphenyl)ethyl)-P,P-diphenylphosphinic amide 
• 370104-07-7 4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline 
• 2676-99-5 2-(3-methylphenyl)-1,1,1-trifluorobutan-2-ol 
• 1096375-91-5 (R)-2,2,2-trifluoro-1-(1H-pyrrol-2-yl)-1-m-tolylethanol 
• 929099-10-5 2,2,2-trifluoro-1-(m-tolyl)ethanone oxime 
• 1245905-76-3 (E)-4,4,4-trifluoro-1-phenyl-3-(m-tolyl)but-2-en-1-one 
• 1258327-67-1 (S)-1,1,1-trifluoro-3-nitro-2-(3-tolyl)propan-2-ol 
• 1256347-06-4 [2-methyl-4-(trifluoromethylsulfanyl)phenyl]-(m-tolyl)-S-trifluoromethylsulfonium trifluoromethanesulfonate 

Relevant articles and documents

Domino C-F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls

The construction of ring-fluorinated seven-membered carbocycles was readily achieved via the domino SN2′-type/SNV reaction between 2-(trifluoromethyl)-1-alkenes and 1,4-carbodianions. The SN2′-type reaction of 2-(trifluoromethyl)-1-alkenes with 2,2′-diceriobiaryls generated the intermediary 1,1-difluoro-1-alkenes bearing a monoceriobiaryl moiety, which in turn underwent intramolecular SNV reaction to afford fluorinated 5H-dibenzo[a,c][7]annulenes.

One-Pot Successive Turbo Grignard Reactions for the Facile Synthesis of α-Aryl-α-Trifluoromethyl Alcohols

A novel straightforward one-pot methodology for two successive turbo Grignard reagent (iPrMgCl·LiCl) reactions, was developed for a facile synthesis of α-aryl-α-trifluoromethyl alcohols, motifs of value in pharmaceutical chemistry. The method displayed broad functional group tolerance, including reducible groups. Dual roles of iPrMgCl·LiCl were exploited in the tandem reaction with commercially available iodoarenes or iodoheteroarenes and 2,2,2-trifluoroethyl trifluoroacetate. The process encompasses three successive reactions in a one-pot process: the iPrMgCl·LiCl-mediated iodine/magnesium-exchange reaction of iodoarenes or iodoheteroarenes; nucleophilic addition of various generated aryl or heteroarylmagnesium reagents to 2,2,2-trifluoroethyl trifluoroacetate; and the reduction of in-situ generated aryl trifluoromethyl ketones with iPrMgCl·LiCl, to produce the corresponding α-aryl or α-heteroaryl-α-trifluoromethyl alcohols bearing various substituents, including reducible functional groups in good to excellent yields.

N-phenyl-N-p-toluenesulfonyl trifluoroacetamide (NTFTS) and application

The invention belongs to the technical field of medical chemical engineering intermediates and related chemistry, and relates to N-phenyl-N-p-toluenesulfonyl trifluoroacetamide (NTFTS) and application. The N-phenyl-N-p-toluenesulfonyl trifluoroacetamide is taken as a trifluoroacetylation reagent, reacts with an arylboronic acid derivative in an anhydrous organic solvent under the action of a metalcatalyst, a ligand and an alkali, and is efficiently and highly selectively converted into a trifluoroacetophenone compound. According to a synthesis method of the trifluoroacetophenone compound, involved in the invention, reaction steps are few; the NTFTS which is stable in use, easy to store, cheap and easy to get is taken as a trifluoroacetyl source; environmental friendliness is realized; reaction conditions are mild; operation is easy; a high-yield and high-selectivity target product is obtained and has relatively good industrial production value and practical application value. The trifluoroacetophenone compound synthesized by utilizing the method can be further subjected to a functionalization reaction, and can be widely applied to the synthetic fields of medicine, pesticide, bioactive molecules, functional material molecules and the like.