54012-23-6

Basic information

• Product Name: 1-(4-fluorophenyl)prop-2-yn-1-one
• Synonyms: 1-(4-fluorophenyl)prop-2-yn-1-one
• CAS NO: 54012-23-6
• Molecular Weight: 148.137
• Mol File: 54012-23-6.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1-(4-fluorophenyl)prop-2-yn-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-fluorophenyl)prop-2-yn-1-one(54012-23-6)
• EPA Substance Registry System: 1-(4-fluorophenyl)prop-2-yn-1-one(54012-23-6)

Safety Data

• Hazardous Substances Data: 54012-23-6(Hazardous Substances Data)

Usage

General Description

1-(4-fluorophenyl)prop-2-yn-1-one is a chemical compound with the molecular formula C9H7FO. It is also known by the name 4'-fluoro-2'-propynylacetophenone. 1-(4-fluorophenyl)prop-2-yn-1-one is an aromatic ketone with a fluorine atom and a propynyl group attached to a phenyl ring. It is often used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. This chemical may have potential applications in medicinal and organic chemistry due to its unique structure and properties. However, it is important to handle this compound with caution, as it may have hazardous properties if not properly managed.

Upstream product

• 1283075-99-9 dipropan-2-yl 1-(4-fluorobenzoyl)hydrazine-1,2-dicarboxylate 
• 4301-14-8 acetylenemagnesium bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 3798-61-6 1-(4-fluorophenyl)prop-2-yn-1-ol 

Downstream Products

• 1142923-56-5 C₂₅H₃₆FNO₃ 
• 1142923-48-5 C₂₈H₃₃ClFNO₃ 
• 1142923-53-2 C₂₈H₃₃ClFNO₃ 
• 1297605-76-5 1-(4-fluorophenyl)-2-[(2S,4S)-4-isopropyl-3-tosyloxazolidin-2-yl]ethanone 
• 1325732-09-9 diethyl 4-(4-fluorobenzoyl)-5-(4-methoxyphenyl)-1H-pyrrole-2,2(5H)-dicarboxylate 
• 1325732-05-5 diethyl 4-(4-fluorobenzoyl)-5-(4-nitrophenyl)-1H-pyrrole-2,2(5H)-dicarboxylate 
• 267668-44-0 [3,5-bis(4-fluorobenzoyl)phenyl](4-fluorophenyl)methanone 
• 179249-15-1 (R)-1-(4-fluorophenyl)prop-2-yn-1-ol 
• 179249-16-2 (S)-1-(4'-fluorophenyl)prop-2-yn-1-ol 

Relevant articles and documents

Multisubstituted pyrazole synthesis via [3?+?2] cycloaddition/rearrangement/N[sbnd]H insertion cascade reaction of α-diazoesters and ynones

The cascade reactions of alkyl α-diazoesters and ynones using Al(OTf)3 as the catalyst are described. A series of 4-substituted pyrazoles were obtained via [3 + 2] cycloaddition, 1,5-ester shift, 1,3-H shift, and N[sbnd]H insertion process. Deuterium labelling experiments, kinetic studies and control experiments were carried out for the rationalization of the mechanism.

Laccase-mediated Oxidations of Propargylic Alcohols. Application in the Deracemization of 1-arylprop-2-yn-1-ols in Combination with Alcohol Dehydrogenases

The catalytic system composed by the laccase from Trametes versicolor and the oxy-radical TEMPO has been successfully applied in the sustainable oxidation of fourteen propargylic alcohols. The corresponding propargylic ketones were obtained in most cases in quantitative conversions (87–>99 % yield), demonstrating the efficiency of the chemoenzymatic methodology in comparison with traditional chemical oxidants, which usually lead to problems associated with the formation of by-products. Also, the stereoselective reduction of propargylic ketones was studied using alcohol dehydrogenases such as the one from Ralstonia species overexpressed in E. coli or the commercially available evo-1.1.200, allowing the access to both alcohol enantiomers mostly with complete conversions and variable selectivities depending on the aromatic pattern substitution (97–>99 % ee). To demonstrate the compatibility of the laccase-mediated oxidation and the alcohol dehydrogenase-catalyzed bioreduction, a deracemization strategy starting from the racemic compounds was developed through a sequential one-pot two-step process, obtaining a selection of (S)- or (R)-1-arylprop-2-yn-1-ols with excellent yields (>98 %) and selectivities (>98 % ee) depending on the alcohol dehydrogenase employed.

VINYLOGOUS THIOESTER COMPOUNDS AND METHODS OF USE

Provided herein are vinylogous thioester compounds and methods for using the compounds.