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

Chemical Properties

CLEAR YELLOW LIQUID

Uses

3-(Trifluoromethyl)phenylacetone was used in the synthesis of:(±)-[1-(3-trifluoromethyl)phenyl]-2-propylamine via reductive amination reactionN-{2-[1-methyl-2-(3-trifluoromethylphenyl]}-aminoethanol

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

• 368-79-6 2-<3-(Trifluoromethyl)phenyl>propene 
• 108-22-5 Isopropenyl acetate 
• 98-16-8 3-trifluoromethylaniline 
• 454-87-5 3-(trifluoromethyl)benzenediazonium tetrafluoroborate 
• 135561-75-0 1-[(3′-trifluoromethyl)phenyl]-2-propanol 
• 1813-96-3 3-<3-(trifluoromethyl)phenyl>propene 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 
• 713-71-3 2-<3-(trifluoromethyl)benzyl>oxirane 
• 351-35-9 3-(trifluoromethyl)phenylacetic acid 
• 108-24-7 acetic anhydride 
• 1139705-23-9 3-(trifluoromethyl)phenyl 1H-imidazole-1-sulfonate 
• 67-64-1 acetone 
• 75-36-5 acetyl chloride 
• 705-29-3 3-Trifluoromethylbenzyl chloride 

Downstream Products

• 135561-78-3 (R)-1-(3’-trifluoromethylphenyl)-2-propanol 
• 368-77-4 3-trifluoromethylbenzonitrile 
• 404-82-0 dl-fenfluramine hydrochloride 
• 38060-02-5 1-(3-Trifluoromethyl-phenyl)-propan-2-one O-(2-diethylamino-ethyl)-oxime 
• 31173-14-5 N-<2-<1-methyl-2-(3-trifluoromethyl)phenyl>ethyl>aminoethanol 
• 458-24-2 Fenfluramine 
• 21906-07-0 3-<3-(trifluoromethyl)phenyl>-2-butanone 
• 213202-12-1 (S)-N-((S)-1-phenylethyl)-1-(3-(trifluoromethyl)phenyl)propan-2-amine 

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.

A Straightforward Deracemization of sec-Alcohols Combining Organocatalytic Oxidation and Biocatalytic Reduction

An efficient organocatalytic oxidation of racemic secondary alcohols, mediated by sodium hypochlorite (NaOCl) and 2-azaadamantane N-oxyl (AZADO), has been conveniently coupled with a highly stereoselective bioreduction of the intermediate ketone, catalyzed by ketoreductases, in aqueous medium. The potential of this one-pot two-step deracemization process has been proven by a large set of structurally different secondary alcohols. Reactions were carried out up to 100 mm final concentration enabling the preparation of enantiopure alcohols with very high isolated yields (up to 98 %). When the protocol was applied to the stereoisomeric rac/meso mixture of diols, these were obtained with very high enantiomeric excesses and diastereomeric ratios (95 % yield, >99 % ee, >99: 1 dr).

Salicylic Acid-Catalyzed Arylation of Enol Acetates with Anilines

α-Aryl ketones are both structure moieties commonly found in bioactive compounds and versatile synthetic intermediates for the preparation of drug-like molecules. An operationally simple and scalable protocol has been developed to prepare α-aryl ketones from readily available aromatic amines and enol acetates (or silyl enol ethers). This metal-free methodology features the use of salicylic acid as a convenient catalyst to promote the formation of aryl radicals from in-situ generated aryl diazonium salts, without demanding thermal or photochemical activation. The mild reaction conditions used are compatible with anilines substituted with diverse functionalities. Structural elaboration of some prepared α-aryl ketones was accomplished to illustrate their usefulness as building blocks. (Figure presented.).