5122-16-7

Usage

Uses

Used in Organic Synthesis:
PENTAFLUOROPHENACYL BROMIDE is used as a reagent for introducing the pentafluorophenacyl group into organic molecules, facilitating nucleophilic substitution reactions. This application is crucial for the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Synthesis:
PENTAFLUOROPHENACYL BROMIDE is used as a precursor in the synthesis of pharmaceutical products. Its ability to form esters, amides, and thioesters with nucleophiles such as alcohols, amines, and thiols makes it a valuable component in the development of new drugs.
Used in Agrochemical Synthesis:
PENTAFLUOROPHENACYL BROMIDE is also used as a precursor in the synthesis of agrochemical products. Its reactivity and ability to form various chemical bonds contribute to the creation of effective compounds for agricultural applications.
Used in Research and Development:
In the research and development industry, PENTAFLUOROPHENACYL BROMIDE is used as a tool to explore new chemical reactions and synthesize novel compounds with potential applications in various fields. Its high reactivity allows researchers to investigate its interactions with different nucleophiles and develop new synthetic pathways.

InChI:InChI=1/C8H2BrF5O/c9-1-2(15)3-4(10)6(12)8(14)7(13)5(3)11/h1H2

Upstream product

• 652-29-9 2',3',4',5',6'-pentafluoroacetophenone 
• 5121-99-3 --methanol 
• 773-82-0 Pentafluorobenzonitrile 
• 652-31-3 2,3,4,5,6-pentafluorobenzamide 
• 879-05-0 2,3,4,5,6-pentafluorophenylmagnesium bromide 

Downstream Products

• 74-96-4 ethyl bromide 
• 652-29-9 2',3',4',5',6'-pentafluoroacetophenone 
• 25798-78-1 2-Bromo-1,1-bis-pentafluorophenyl-ethanol 
• 939428-45-2 2-(pentafluorophenyl)imidazo[1,2-a]pyridine 
• 70656-66-5 (C₂H₅)3GeOC(C₆F₅)CH₂ 
• 1235031-48-7 C₂₂H₁₁F₅N₂O₂ 
• 1422972-57-3 4,4'-bis(perfluorophenyl)-2,2'-bithiazole 
• 1059608-77-3 diphenyl pentafluorophenacylphosphonate 
• 25959-55-1 C₁₄HBrF₁₀ 
• 70656-65-4 Triethyl-(1-pentafluorophenyl-vinyloxy)-silane 

Relevant academic research and scientific papers

Usnic Acid Enaminone-Coupled 1,2,3-Triazoles as Antibacterial and Antitubercular Agents

(+)-Usnic acid, a product of secondary metabolism in lichens, has displayed a broad range of biological properties such as antitumor, antimicrobial, antiviral, anti-inflammatory, and insecticidal activities. Interested by these pharmacological activities and to tap into its potential, we herein present the synthesis and biological evaluation of new usnic acid enaminone-conjugated 1,2,3-triazoles 10-44 as antimycobacterial agents. (+)-Usnic acid was condensed with propargyl amine to give usnic acid enaminone 8 with a terminal ethynyl moiety. It was further reacted with various azides A1-A35 under copper catalysis to give triazoles 10-44 in good yields. Among the synthesized compounds, saccharin derivative 36 proved to be the most active analogue, inhibiting Mycobacterium tuberculosis (Mtb) at an MIC value of 2.5 μM. Analogues 16 and 27, with 3,4-difluorophenacyl and 2-acylnaphthalene units, respectively, inhibited Mtb at MIC values of 5.4 and 5.3 μM, respectively. Among the tested Gram-positive and Gram-negative bacteria, the new derivatives were active on Bacillus subtilis, with compounds 18 [3-(trifluoromethyl)phenacyl] and 29 (N-acylmorpholinyl) showing inhibitory concentrations of 41 and 90.7 μM, respectively, while they were inactive on the other tested bacterial strains. Overall, the study presented here is useful for converting natural (+)-usnic acid into antitubercular and antibacterial agents via incorporation of enaminone and 1,2,3-triazole functionalities.

Unique type II halogen ... halogen interactions in pentafluorophenyl-appended 2,2'-bithiazoles

Herein, we report the design and synthesis of 2,2'-bithiazole derivatives with efficient intermolecular halogen interactions. The single crystal X-ray diffraction studies revealed unique type-II halogen interactions in these derivatives. The shortest type-II F ... F interactions within the distance of 2.67 A, at an angle of 89.1° and 174.2°, was observed for the first time. The Gaussian calculations were performed to further establish predominant F ... F interactions.

Anomalous Reaction of Pentafluorophenacyl Bromide with Hexamethylenetetramine. Structure of the Product

The title compounds condense in chloroform to yield tetrafluorobenzo-1,3,5,7-tetraazatetracyclo3,7.15,9.01,9>tetradecan-10-one (1), a reaction proposed to involve both an ortho fluorine elimination and two Stevens