154598-53-5

Basic information

• Product Name: 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE
• Synonyms: 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE;Ethanone, 1-(2-amino-5-chlorophenyl)-2,2,2-trifluoro-;2-Trifluoroacetyl-4-chlorophenylaminehydrochloride;1-(2-AMNO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE;2-TRIFLUOROACETYL-4-CHLOROPHENYLAMINE HCL;1-(2-amino-5-chloro-3-methoxyphenyl)-2,2,2-trifluoro Ethanone;4-Chloro-2-(trifluoroacetyl)aniline, 1-(2-Amino-5-chlorophenyl)-2,2,2-trifluoroethan-1-one;1-(2-aMino-4-chlorophenyl)-2,2,2-trifluoroethanone
• CAS NO: 154598-53-5
• Molecular Formula: C₈H₅ClF₃NO
• Molecular Weight: 223.5796096
• EINECS: 1806241-263-5
• Product Categories: Chemical Amines;Amines;Aromatics
• Mol File: 154598-53-5.mol
• Article Data: 26

Chemical Properties

• Melting Point: 95-97°C
• Boiling Point: 282.279 °C at 760 mmHg
• Flash Point: 124.518 °C
• Appearance: Yellow solid
• Density: 1.475 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: -20?C Freezer
• PKA: -0.92±0.10(Predicted)
• CAS DataBase Reference: 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE(154598-53-5)
• EPA Substance Registry System: 1-(2-AMINO-5-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE(154598-53-5)

Safety Data

• Hazardous Substances Data: 154598-53-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

InChI:InChI=1/C8H5ClF3NO/c9-4-1-2-6(13)5(3-4)7(14)8(10,11)12/h1-3H,13H2

Upstream product

• 181190-33-0 N-(4-chloro-2-(2,2,2-trifluoroacetyl)phenyl)pivalamide 
• 106-47-8 4-chloro-aniline 
• 106-46-7 para-dichlorobenzene 
• 886371-22-8 1-(2,5-dichloro-phenyl)-2,2,2-trifluoroethanone 
• 321-31-3 1-(3-chlorophenyl)-2,2,2-trifluoroethanone 
• 541-73-1 1,3-Dichlorobenzene 
• 625-99-0 3-iodochlorobenzene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 635-21-2 5-chloroanthranilic acid 
• 7033-50-3 6-chloro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 173676-59-0 1-(2-amino-5-chlorophenyl)-2,2,2-trifluoroethanone hydrochloride 
• 65854-91-3 N-(4-chlorophenyl)-2,2-dimethylpropionamide 
• 357274-88-5 4-chloro-1-nitro-2-(3,3,3-trifluoroprop-1-en-2-yl)benzene 

Downstream Products

• 209414-27-7 (2S)-2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol 
• 168834-43-3 6-amino-3-chloro-α-cyclopropylethynyl-α-(trifluoromethyl)benzyl alcohol 
• 391860-73-4 6-chloro-2-cyclopropyl-4-(trifluoromethyl)quinoline 
• 902772-07-0 ethyl 2-((4-chloro-2-(2,2,2-trifluoroacetyl)phenyl)amino)-2-oxoacetate 
• 209460-09-3 1-[5-chloro-2-(tritylamino)phenyl]-2,2,2-trifluoroethan-1-one 
• 1116665-03-2 4-chloro-2-[2,2,2-trifluoro-1-(triethylsiloxy)ethyl]aniline 
• 1189103-96-5 [4-chloro-2-(2,2,2-trifluoro-acetyl)-phenylamino]-(4-methoxy-phenyl)-acetic acid 
• 1262030-16-9 (1S,4R)-N-(4-chloro-2-(2,2,2-trifluoroacetyl)phenyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide 
• 1262030-23-8 N,N-bis((1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)-4-chloro-2-(2,2,2-trifluoroacetyl)aniline 
• 364360-72-5 3-(4-amino-3-fluoro-benzyloxy)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-1H-quinolin-2-one 
• 364360-70-3 3-(3-amino-benzyloxy)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-1H-quinolin-2-one 
• 364360-69-0 3-(2-amino-benzyloxy)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-1H-quinolin-2-one 
• 364360-71-4 3-(4-amino-benzyloxy)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-1H-quinolin-2-one 
• 364360-66-7 6-chloro-4-cyclopropylethynyl-3-(2-fluoro-benzyloxy)-4-trifluoromethyl-1-(2-trimethylsilanyl-ethoxymethyl)-3,4-dihydro-1H-quinolin-2-one 

Relevant articles and documents

α-(Trifluoromethyl)ethenyl boronic acid as a useful trifluoromethyl containing building block. Preparation and palladium-catalysed coupling with aryl halides

α-(Trifluoromethyl)ethenyl boronic acid was conveniently prepared from the reaction of readily available 2-bromotrifluoropropene with alkyl borate and magnesium in one-pot. This boronic acid can undergo palladium-catalysed coupling reactions with aryl halides to afford a series of useful α-(trifluoromethyl)styrene derivatives in high yield.

Method for synthesizing 4-chloro-2-(trifluoroacetyl) aniline by using micro-channel reactor

The invention belongs to the technical field of organic synthesis application, and provides a method for synthesizing 4-chloro-2-(trifluoroacetyl) aniline by using a micro-channel reactor. The methodcomprises the following steps of: respectively and synchronously adding a 2, 2, 2-trifluoro-(3'-chlorphenyl) ethanone solution, fuming sulfuric acid and fuming nitric acid into a first micro-channel reactor through a metering pump, and heating for nitration reaction to obtain 4-chloro-2- (trifluoroacetyl) nitrobenzene; and respectively adding a solution of 4-chloro-2- (trifluoroacetyl) nitrobenzene and hydrogen into a micro-mixer through a high-pressure constant-flow pump and a gas flow meter to finish gas-liquid two-phase mixing so as to obtain a gas-liquid mixture, adding the gas-liquid mixture into a second micro-channel reactor of which the inner wall is loaded with a catalyst, and heating for hydrogenation reaction to obtain the 4-chloro-2-(trifluoroacetyl) aniline. The target productobtained by the method for synthesizing the 4-chloro-2-(trifluoroacetyl) aniline by utilizing the micro-channel reactor provided by the invention is high in purity, stable in temperature control, safe in process and suitable for industrial popularization.

Construction of CF3-containing tetrahydropyrano[3,2- b]indoles through DMAP-catalyzed [4+1]/[3+3] domino sequential annulation

A [4+1]/[3+3] domino sequential annulation reaction of o-aminotrifluoroacetophenone derivatives and β′-acetoxy allenoates enabled by DMAP has been reported. A variety of CF3-containing tetrahydropyrano[3,2-b]indoles were obtained as a single diastereomer in high yields (≤98%) under mild conditions. The reaction can build one C-N bond, one C-C bond, and one C-O bond sequentially in a single step. The synthetic utility was demonstrated with gram-scale reactions and various transformations of the products.