21906-39-8

Basic information

• Product Name: 3-(Trifluoromethyl)phenylacetone
• Synonyms: M-(TRIFLUOROMETHYL)PHENYLACETONE;1-(3-Trifluoromethylphenyl)-2-propanone;2-Propanone, 1-(alpha,alpha,alpha-trifluoro-m-tolyl)-;m-(Trifluoromethyl)benzyl methyl ketone;3-(TRIFLUORMETHYL)PHENYLACETONE;3-(TRIFLUOROMETHYL)PHENYLACETONE;1-(3-(TRIFLUOROMETHYL)PHENYL)ACETONE;1-(ALPHA,ALPHA,ALPHA-TRIFLUORO-M-TOLYL)-2-PROPANONE
• CAS NO: 21906-39-8
• Molecular Formula: C₁₀H₉F₃O
• Molecular Weight: 202.17
• EINECS: 244-652-6
• Product Categories: Aromatic Ketones (substituted);Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Aromatics;Building Blocks;C10;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks
• Mol File: 21906-39-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 89-90 °C0.5 mm Hg(lit.)
• Flash Point: 192 °F
• Appearance: Clear yellow liquid
• Density: 1.204 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00322mmHg at 25°C
• Refractive Index: n20/D 1.457(lit.)
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 3-(Trifluoromethyl)phenylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(Trifluoromethyl)phenylacetone(21906-39-8)
• EPA Substance Registry System: 3-(Trifluoromethyl)phenylacetone(21906-39-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• Hazardous Substances Data: 21906-39-8(Hazardous Substances Data)

Usage

Description

3-(Trifluoromethyl)phenylacetone, also known as 3-(CF3)C6H4COCH3, is an organic compound characterized by the presence of a trifluoromethyl group attached to a phenyl ring, with an acetone functional group attached to the same phenyl ring. It is a clear yellow liquid and is commonly utilized in the synthesis of various chemical compounds.

Uses

Used in Pharmaceutical Industry:
3-(Trifluoromethyl)phenylacetone is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its application is primarily due to its ability to undergo reductive amination reactions, which are crucial in the synthesis of specific drug molecules.
Used in Synthesis of (±)-[1-(3-trifluoromethyl)phenyl]-2-propylamine:
3-(Trifluoromethyl)phenylacetone is used as a key reactant in the synthesis of (±)-[1-(3-trifluoromethyl)phenyl]-2-propylamine, a compound with potential applications in the pharmaceutical industry. The reductive amination reaction involving 3-(Trifluoromethyl)phenylacetone allows for the formation of this target molecule.
Used in Synthesis of N-2-[1-methyl-2-(3-trifluoromethylphenyl]-aminoethanol:
3-(Trifluoromethyl)phenylacetone is also utilized in the synthesis of N-2-[1-methyl-2-(3-trifluoromethylphenyl]-aminoethanol, another compound with potential pharmaceutical applications. The versatility of 3-(Trifluoromethyl)phenylacetone in undergoing reductive amination reactions makes it a valuable component in the synthesis of this compound.

Synthesis Reference(s)

The Journal of Organic Chemistry, 61, p. 1748, 1996 DOI: 10.1021/jo9518314Synthesis, p. 474, 1977

InChI:InChI=1/C10H9F3O/c1-7(14)5-8-3-2-4-9(6-8)10(11,12)13/h2-4,6H,5H2,1H3

Upstream product

• 401-81-0 m-trifluoromethylphenyl iodide 
• 67-64-1 acetone 
• 98-16-8 3-trifluoromethylaniline 
• 1813-96-3 3-<3-(trifluoromethyl)phenyl>propene 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 713-71-3 2-<3-(trifluoromethyl)benzyl>oxirane 
• 135561-75-0 1-[(3′-trifluoromethyl)phenyl]-2-propanol 
• 351-35-9 3-(trifluoromethyl)phenylacetic acid 
• 108-24-7 acetic anhydride 
• 108-22-5 Isopropenyl acetate 
• 454-87-5 3-(trifluoromethyl)benzenediazonium tetrafluoroborate 
• 1139705-23-9 3-(trifluoromethyl)phenyl 1H-imidazole-1-sulfonate 
• 75-36-5 acetyl chloride 
• 705-29-3 3-Trifluoromethylbenzyl chloride 

Downstream Products

• 133795-79-6 N-(3-phenylpropyl)-1-<3-(trifluoromethyl)phenyl>-2-aminopropane 
• 52271-40-6 N-idrossifenfluramina 
• 145532-77-0 N-<2-ethyl>-1-methyl-2-(3-trifluoromethylphenyl)ethylamine 
• 145533-01-3 N-(4,4-diphenylbutyl)-1-methyl-2-(3-trifluoromethylphenyl)ethylamine 
• 107468-13-3 1,3-Dibromo-1-(3-trifluoromethyl-phenyl)-propan-2-one 
• 185557-07-7 5-hydroxy-5-methyl-4-(3-(trifluoromethyl)phenyl)furan-2(5H)-one 
• 135561-78-3 (R)-1-(3’-trifluoromethylphenyl)-2-propanol 

Relevant articles and documents

POLYMORPH OF N-ETHYL-1-(3-(TRIFLUOROMETHYL)PHENYL)PROPAN-2-AMINE HYDROCHLORIDE AND PROCESS FOR PREPARATION THEREOF

The present invention relates to a crystalline form of N-ethyl-1-(3-(trifluoro methyl) phenyl) propan-2-amine hydrochloride compound of formula-1, which is represented by the following structural formula. The present invention also relates to process for the preparation of crystalline form of compound of formula-1 and process for the preparation of compound of formula-1.

Regio- and chemoselective rearrangement of terminal epoxides into methyl alkyl and aryl ketones

The development of the highly active pincer-type rhodium catalyst 2 for the nucleophilic Meinwald rearrangement of functionalised terminal epoxides into methyl ketones under mild conditions is presented. An excellent regio- and chemoselectivity is obtained for the first time for aryl oxiranes.

Porphyrins as Photoredox Catalysts in Csp2-H Arylations: Batch and Continuous Flow Approaches

We have investigated both batch and continuous flow photoarylations of enol-acetates to yield different α-arylated aldehyde and ketone building blocks by using diazonium salts as the aryl-radical source. Different porphyrins were used as SET photocatalysts, and photophysical as well as electrochemical studies were performed to rationalize the photoredox properties and suggest mechanistic insights. Notably, the most electron-deficient porphyrin (meso-tetra(pentafluorophenyl)porphyrin) shows the best photoactivity as an electron donor in the triplet excited state, which was rationalized by the redox potentials of excited states and the turnover of the porphyrins in the photocatalytic cycle. A two-step continuous protocol and multigram-scale reactions are also presented revealing a robust, cost-competitive, and easy methodology, highlighting the significant potential of porphyrins as SET photocatalysts.