23516-79-2

Basic information

• Product Name: 1-(4-AMINOPHENYL)-2,2,2-TRIFLUORO-1-ETHANONE
• Synonyms: 4-(TRIFLUOROACETYL)ANILINE;1-(4-AMINOPHENYL)-2,2,2-TRIFLUORO-1-ETHANONE;1-(4-AMINOPHENYL)-2,2,2-TRIFLUOROETHAN-1-ONE;1-(4-Amino-phenyl)-2,2,2-trifluoro-ethanone;1-4-Amino-phenyl-2,2,2-trifluoro-ethanone;4'-Amino-2,2,2-trifluoroacetophenone;1-(4-Amino-phenyl)-2,2,2-trifluoro-ethanol;Ethanone, 1-(4-aminophenyl)-2,2,2-trifluoro-
• CAS NO: 23516-79-2
• Molecular Formula: C₈H₆F₃NO
• Molecular Weight: 189.13
• EINECS: 245-709-8
• Product Categories: Amines;Aromatics;Inhibitors;Isotope Labelled Compounds
• Mol File: 23516-79-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 92-94°C
• Boiling Point: 269.1±35.0℃ (760 Torr)
• Flash Point: 116.5±25.9℃
• Appearance: /
• Density: 1.354±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.00741mmHg at 25°C
• Refractive Index: 1.498
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 1.56±0.10(Predicted)
• CAS DataBase Reference: 1-(4-AMINOPHENYL)-2,2,2-TRIFLUORO-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-AMINOPHENYL)-2,2,2-TRIFLUORO-1-ETHANONE(23516-79-2)
• EPA Substance Registry System: 1-(4-AMINOPHENYL)-2,2,2-TRIFLUORO-1-ETHANONE(23516-79-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 23516-79-2(Hazardous Substances Data)

Usage

Uses

Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors.

InChI:InChI=1/C8H6F3NO/c9-8(10,11)7(13)5-1-3-6(12)4-2-5/h1-4H,12H2

Upstream product

• 144459-68-7 α,α-bis(trifluoromethyl)-4-nitrobenzylalkohol 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 2396-05-6 1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone 
• 655-32-3 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone 

Downstream Products

• 449804-45-9 2-phenoxy-N-(4-trifluoroacetyl-phenyl)-acetamide 
• 812640-39-4 1-(4-amino-3-iodophenyl)-2,2,2-trifluoroethanone 
• 1321562-68-8 4-cyano-N-{2,6-dichloro-4-[1-(4-chlorophenyl)-1,2,2,2-tetrafluoroethyl]phenyl}-3-nitrobenzamide 
• 1321562-65-5 2,6-dichloro-4-[1-(4-chlorophenyl)-1,2,2,2-tetrafluoroethyl]-phenylamine 
• 1321561-86-7 N-{3-[2,6-dichloro-4-(2,2,2-trifluoro-1-fluoro-1-thiophen-2-ylethyl)-phenylcarbamoyl]-2-fluorophenyl}-2,4,6-trifluorobenzamide 
• 1321562-62-2 N-{3-[2,6-dichloro-4-(2,2,2-trifluoro-1-hydroxy-1-thiophen-2-ylethyl)phenylcarbamoyl]-2-fluorophenyl}-2,4,6-trifluorobenzamide 
• 1321562-60-0 N-{3-[2,6-dichloro-4-(2,2,2-trifluoroacetyl)phenylcarbamoyl]-2-fluorophenyl}-2,4,6-trifluorobenzamide 
• 1321562-59-7 N-[2,6-dichloro-4-(2,2,2-trifluoroacetyl)phenyl]-3-amino-2-fluorobenzamide 
• 1321562-56-4 N-[2,6-dichloro-4-(2,2,2-trifluoroacetyl)phenyl]-2-fluoro-3-nitro-benzamide 
• 1321561-84-5 3-[benzoylamino]-2-methoxy-N-{2,6-dichloro-4-[1-(4-chlorophenyl)-2,2,2-trifluoro-1-fluoroethyl]-phenyl}benzamide 

Relevant articles and documents

Synthesis of diaziridines and diazirines via resin-bound sulfonyl oximes

Diazirines are one of the most prominent functionalities in labeling experiments in vivo and in vitro because they allow photochemical generation of carbenes. The strategy presented herein describes the formation of diaziridines, being essential precursors in diazirine syntheses, using solid-supported procedures with immobilized sulfonyl oximes. The solid-supported building blocks have been shown to be valuable intermediates for CuAAC and amidation reactions, offering the possibility to build complex compounds with diverse functionalities.

Pyrimidines and uses thereof

The invention relates to pyrimidines and uses thereof, including to inhibit lysophosphatidic acid acyltransferase β (LPAAT-β) activity and/or proliferation of cells such as tumor-cells.

Reactions of ring-substituted 1-phenyl-2,2,2-trifluoroethyl carbocations with nucleophilic reagents: A bridge between carbocations which follow the reactivity-selectivity "principle" and the N+ Scale

The effect of changing carbocation reactivity on nucleophile selectivity has been determined for the reactions of ring-substituted 1-phenyl-2,2,2-trifluoroethyl carbocations, XArCH(CF3)+, with amines, alcohols, and carboxylate ions. Rate constants, Ks, for the capture of XArCH(CF3)+ by 50/50 (v/v) trifluoroethanol/water range from 1 × 1010 s-1 for 4-MeArCH(CF3)+ to ≤200 s-1 for 4-Me2NArCH(CF3)+. βnuc = 0.29 was determined for the reaction of alkylamines with 4-Me2NArCH(CF3)+. βnuc for reaction of RCO2- decreases from 0.35 for 4-Me2NArCH(CF3)+ to 0.05 for 4-MeOArCH(CF3)+. This decrease is due, at least in part, to a Hammond effect on the location of the reaction transition state along the reaction coordinate. βnuc for reaction of alcohols decreases from 0.48 for 4-Me2NArCH(CF3)+ to 0.09 for 4-MeArCH(CF3)+. The plot of log (KEtOH/KTFE for capture of XArCH(CF3)+ by ethanol and trifluoroethanol against log ks has a shallow negative slope for the more stable XArCH(CF3)+, which steepens with destabilization of the carbocation. This change in slope is due, in part, to a change in the magnitude of the Hammond effect, which corresponds to a third-derivative structure-reactivity effect, p*yyy = ?pyy-?σ > 0. There is considerable overlap between the reactivities of the most unstable triarylmethyl carbocations and the most stable XArCH(CF3)+, and there are also marked similarities in the reactivity-selectivity behavior of these species in the region of this overlap. Models are considered to explain the spectrum of reactivity-selectivity behavior that is observed on moving from very unreactive to very reactive carbocations.