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

• 383-63-1 ethyl trifluoroacetate, 
• 65854-91-3 N-(4-chlorophenyl)-2,2-dimethylpropionamide 
• 321-31-3 1-(3-chlorophenyl)-2,2,2-trifluoroethanone 
• 106-47-8 4-chloro-aniline 
• 541-73-1 1,3-Dichlorobenzene 
• 625-99-0 3-iodochlorobenzene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 886371-22-8 1-(2,5-dichloro-phenyl)-2,2,2-trifluoroethanone 
• 106-46-7 para-dichlorobenzene 
• 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 
• 357274-88-5 4-chloro-1-nitro-2-(3,3,3-trifluoroprop-1-en-2-yl)benzene 

Downstream Products

• 173676-54-5 1-{5-chloro-2-[(4-methoxybenzyl)amino]phenyl}-2,2,2-trifluoroethan-1-one 
• 927812-33-7 (αR)-2-amino-5-chloro-α-(2-cyclopropylethynyl)-α-(trifluoromethyl)benzenemethanol 
• 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 
• 1116665-03-2 4-chloro-2-[2,2,2-trifluoro-1-(triethylsiloxy)ethyl]aniline 
• 1257524-22-3 C₂₅H₁₉ClF₃N₃O₃S 
• 1257524-23-4 C₂₅H₁₉ClF₃N₃O₃S 
• 1257524-24-5 C₂₅H₁₉ClF₃N₃O₃S 
• 1257524-25-6 C₂₄H₁₆Cl₂F₃N₃O₃S 
• 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 
• 1236354-27-0 (S)-2-(2-amino-5-chlorophenyl)-4-cyclopropyl-1,1,1-trifluorobut-3-yn-2-ol methanesulfonate 

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.

An entry to 2-(cyclobut-1-en-1-yl)-1: H -indoles through a cyclobutenylation/deprotection cascade

A transition-metal-free strategy for the synthesis of 2-(cyclobut-1-en-1-yl)-1H-indoles under mild conditions is described herein. A series of substituted 2-(cyclobut-1-en-1-yl)-1H-indoles are accessed by a one-pot cyclobutenylation/deprotection cascade from N-Boc protected indoles. Preliminary experimental and density functional theory calculations suggest that a Boc-group transfer is involved in the underlying mechanism.

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.