2107-40-6

Basic information

• Product Name: 1-(3-FLUOROPHENYL)PROP-2-YN-1-OL
• Synonyms: 1-(3-FLUOROPHENYL)PROP-2-YN-1-OL;1-(3-Fluorophenyl)-2-propyn-1-ol
• CAS NO: 2107-40-6
• Molecular Formula: C₉H₇FO
• Molecular Weight: 150.1496832
• Mol File: 2107-40-6.mol

Chemical Properties

• Boiling Point: 66-68 °C(Press: 0.3 Torr)
• Appearance: /
• Density: 1.1642 g/cm3
• PKA: 12.12±0.20(Predicted)
• CAS DataBase Reference: 1-(3-FLUOROPHENYL)PROP-2-YN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-FLUOROPHENYL)PROP-2-YN-1-OL(2107-40-6)
• EPA Substance Registry System: 1-(3-FLUOROPHENYL)PROP-2-YN-1-OL(2107-40-6)

Safety Data

• Hazardous Substances Data: 2107-40-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(3-Fluorophenyl)prop-2-yn-1-ol is used as a building block for the synthesis of biologically active molecules, contributing to the development of new drugs and therapeutic agents.
Used in Materials Science:
1-(3-Fluorophenyl)prop-2-yn-1-ol is used as a component in the development of novel materials, leveraging its unique structure and reactivity to create innovative materials with enhanced properties.
Used in Chemical Research:
1-(3-Fluorophenyl)prop-2-yn-1-ol is used as a research compound to study its properties and potential applications, furthering the understanding of its role in various chemical reactions and processes.

Upstream product

• 74-86-2 acetylene 
• 456-48-4 3-Fluorobenzaldehyde 
• 4301-14-8 acetylenemagnesium bromide 
• 352-70-5 m-Fluorotoluene 
• 1066-54-2 trimethylsilylacetylene 

Downstream Products

• 179248-99-8 Chloro-acetic acid 1-(3-fluoro-phenyl)-prop-2-ynyl ester 
• 1443427-30-2 2-(2,4-difluorophenyl)-1,1-difluoro-1-(5-(3-(3-fluorophenyl)prop-1-yn-1-yl)pyridin-2-yl)-3-(1H-tetrazol-1-yl)propan-2-ol 

Relevant articles and documents

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.

Palladium-catalyzed [3+2] annulation of allenyl carbinol acetates with C,N-cyclic azomethine imines

In this paper, a palladium-catalyzed [3+2] annulation of allenyl carbinol acetates with azomethine imines has successfully been developed under mild reaction conditions, affording biologically interesting tetrahydropyrazoloisoquinoline derivatives in high to excellent yields and with excellent stereoselectivity. The reaction follows a tandem [3+2] cycloaddition/allylation/elimination of AcOH pathway. Allenyl carbinol acetates also reacted well with in situ generated azomethine imine under cocatalysis of Ag(i)/Pd(0) catalysts in a similar reaction pathway.

Regioselectivity Switch in Palladium-Catalyzed Allenylic Cycloadditions of Allenic Esters: [4+1] or [4+3] Cycloaddition/Cross-Coupling

The first Pd-catalyzed asymmetric allenylic [4+1] cycloaddition was successfully developed. Alternatively, tuning the Pd catalyst switched the reactivity toward an unprecedented [4+3] cycloaddition/cross-coupling. Ligands play a vital role in controlling the reaction pathway, allowing highly selective access to different products from identical substrates. Biological evaluation of the obtained compounds led to the discovery of new antitumor targets. A possible mechanism is proposed, suggesting two interesting catalytic cycles for the cycloaddition with palladium-butadienyls. This study also demonstrated the potential and utility of allenic esters as 1,4-biselectrophiles and C4 synthons for participating in cycloaddition reactions.

Styrene as 4π-Component in Zn(II)-Catalyzed Intermolecular Diels-Alder/Ene Tandem Reaction

A mild Zn-catalyzed intermolecular Diels-Alder/ene tandem reaction with styrene as a 4π-component is reported. A variety of dihydronaphthalene products could be prepared in moderate to good yields. Moreover, a combination of DFT calculations and experiments was performed to further understand the mechanism of this unique tandem reaction.

Parallel synthesis of "Click" chalcones as antitubulin agents

It has been shown that some chalcones are able to inhibit tubulin polymerization, giving cytotoxicity and destruction of tumoral vasculature. A library of 180 novel chalcone analogs has been synthesized via click chemistry and screened for their cytotoxic

METALLOENZYME INHIBITOR COMPOUNDS

The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

Aryl propargylic alcohols of high enantiomeric purity via lipase catalyzed resolutions

A variety of substituted aryl propargylic alcohols were prepared via lipase catalyzed resolutions, the enantioselective hydrolysis of the corresponding esters being the method of choice.