54109-16-9

Basic information

• Product Name: 2-(TRIFLUOROMETHYL)PHENACYL BROMIDE
• Synonyms: 2-BROMO-1-[2-(TRIFLUOROMETHYL)PHENYL]-1-ETHANONE;2'-(TRIFLUOROMETHYL)PHENACYL BROMIDE;2-(TRIFLUOROMETHYL)PHENACYL BROMIDE;2-Bromo-2'-(trifluoromethyl)acetophenone;2-Bromo-1-[2-(trifluoromethyl)phenyl]-1-ethanone, 95+%;2-Bromo-1-(2-trifluoromethyl-phenyl)-ethanone;2-Bromo-2'-(trifluoromethyl)acetophenone, 2-Bromo-1-[2-(trifluoromethyl)phenyl]ethan-1-one;2-(trifluoromethtl)phenacyl bromide
• CAS NO: 54109-16-9
• Molecular Formula: C₉H₆BrF₃O
• Molecular Weight: 267.04
• Mol File: 54109-16-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 28-30
• Boiling Point: 52/0.03mm
• Flash Point: 109.7±27.3℃
• Appearance: /
• Density: 1.592±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0142mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 2-(TRIFLUOROMETHYL)PHENACYL BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROMETHYL)PHENACYL BROMIDE(54109-16-9)
• EPA Substance Registry System: 2-(TRIFLUOROMETHYL)PHENACYL BROMIDE(54109-16-9)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 1759
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 54109-16-9(Hazardous Substances Data)

Usage

Description

2-(TRIFLUOROMETHYL)PHENACYL BROMIDE, also known as 4-(trifluoromethyl)phenacyl bromide, is an organic compound that serves as an important intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by its bromine atom and trifluoromethyl group attached to a phenacyl moiety, which contributes to its reactivity and utility in chemical reactions.

Uses

Used in Pharmaceutical Synthesis:
2-(TRIFLUOROMETHYL)PHENACYL BROMIDE is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its reactivity with other molecules allows for the creation of new drugs with potential therapeutic applications.
Used in Sulfonyl Urea Synthesis:
In the synthesis of sulfonyl ureas, 2-(TRIFLUOROMETHYL)PHENACYL BROMIDE is used as a reactant in the condensation reaction with benzenesulfinic acid ammonium salt. This reaction leads to the formation of β-keto sulfone, which is an important step in the production of sulfonyl ureas.
Used in Rap-Stoermer Condensation Reaction:
2-(TRIFLUOROMETHYL)PHENACYL BROMIDE is also utilized in the Rap-Stoermer condensation reaction, where it reacts with other compounds to form complex molecular structures with potential applications in the pharmaceutical industry.

InChI:InChI=1/C9H6BrF3O/c10-5-8(14)6-3-1-2-4-7(6)9(11,12)13/h1-4H,5H2

Upstream product

• 17408-14-9 1-(2-(trifluoromethyl)phenyl)ethan-1-one 
• 262268-69-9 1-(2-bromoethynyl)-2-(trifluoromethyl)benzene 

Downstream Products

• 70522-43-9 N-(2-Trifluormethylphenacyl)cyclopropylamin 
• 121041-21-2 3-methoxy-6-(3'-methoxybenzylthio)-2-(2''-trifluoromethylphenyl)imidazo<1,2-b>pyridazine 
• 129486-38-0 4-(2-trifluoromethylphenyl)-2-<<4(5)-methyl-5(4)-imidazolyl>methyl>thiazole 
• 42755-97-5 [2-Oxo-2-(2-trifluoromethyl-phenyl)-ethyl]-phosphonic acid diethyl ester 
• 593270-28-1 [2-(3-amino-propylamino)-thiazol-5-yl]-(2-trifluoromethyl-phenyl)-methanone hydrochloride 
• 254911-94-9 methyl 4-[4-(2-trifluoromethylphenyl)-2-oxazolyl]benzoate 
• 145933-93-3 2,3-Dimethyl-7(2-trifluoromethylphenacyl)-pyrrolo[2,3-b]pyridine hydrobromide 
• 881673-53-6 ethyl 2-cyano-4-oxo-4-[2-(trifluoromethyl)phenyl]butanoate 
• 1015756-70-3 C₁₂H₇F₃N₂S 
• 1207477-02-8 C₃₃H₂₄F₃N₃O₃ 
• 40018-10-8 3-oxo-3-[2-(trifluoromethyl)phenyl]propanenitrile 
• 1361413-05-9 2-[4-(ethylsulfonyl)phenyl]-N-(4-phenyl-5-{[2-(trifluoromethyl)phenyl]carbonyl}-1,3-thiazol-2-yl)acetamide 
• 1361413-59-3 (2-amino-4-phenyl-1,3-thiazol-5-yl)[2-(trifluoromethyl)phenyl]methanone 
• 881673-68-3 ethyl 2-chloro-5-[2-(trifluoromethyl)phenyl]-1H-pyrrole-3-carboxylate 

Relevant articles and documents

Nucleus-independent chemical shift (NICS) as a criterion for the design of new antifungal benzofuranones

The assertion made by Wu et al. that aromaticity may have considerable implications for molecular design motivated us to use nucleus-independent chemical shifts (NICS) as an aromaticity criterion to evaluate the antifungal activity of two series of indol-4-ones. A linear regression analysis of NICS and antifungal activity showed that both tested variables were significantly related (p –1 for Candida glabrata, Candida krusei and Candida guilliermondii with compounds 15-32, 15-15 and 15-1. The MIC for filamentous fungi was 1.95 μg·mL–1 for Aspergillus niger for compounds 15-1, 15-33 and 15-34. The results obtained support the use of NICS in the molecular design of compounds with antifungal activity.

Identification of a novel fluoropyrrole derivative as a potassium-competitive acid blocker with long duration of action

With the aim to find a novel long-lasting potassium-competitive acid blocker (P-CAB) that would perfectly overcome the limitations of proton pump inhibitors (PPIs), we tried various approaches based on pyrrole derivative 1b as a lead compound. As part of

AgF/TFA-promoted highly efficient synthesis of α-haloketones from haloalkynes

A AgF/TFA-promoted highly efficient synthesis of a wide range of α-haloketones from haloalkynes is described. The reactions are conducted under convenient conditions and provide products in moderate to excellent yields, with broad substrate scope, including a variety of aromatic chloroalkynes and bromoalkynes.