18826-59-0

Basic information

• Product Name: Benzene, 1-fluoro-4-(1-propyn-1-yl)-
• Synonyms: Benzene, 1-fluoro-4-(1-propyn-1-yl)-
• CAS NO: 18826-59-0
• Molecular Formula: C₉H₇F
• Molecular Weight: 134.1502832
• Mol File: 18826-59-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-fluoro-4-(1-propyn-1-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-fluoro-4-(1-propyn-1-yl)-(18826-59-0)
• EPA Substance Registry System: Benzene, 1-fluoro-4-(1-propyn-1-yl)-(18826-59-0)

Safety Data

• Hazardous Substances Data: 18826-59-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Benzene, 1-fluoro-4-(1-propyn-1-yl)is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with improved efficacy and reduced side effects. Benzene, 1-fluoro-4-(1-propyn-1-yl)-'s reactivity and functional groups enable the formation of a wide range of drug molecules, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical industry, benzene, 1-fluoro-4-(1-propyn-1-yl)serves as a crucial building block for the production of various agrochemicals, such as pesticides and herbicides. Its ability to form stable and effective compounds makes it an essential component in the development of new and improved agrochemical products.
Used in Research Laboratories:
Benzene, 1-fluoro-4-(1-propyn-1-yl)is also used as a reagent in research laboratories for the preparation of other organic compounds. Its unique properties and reactivity make it a valuable tool for chemists in the synthesis of complex organic molecules and the exploration of new chemical reactions.
Used in Material Science:
Although further research is needed, benzene, 1-fluoro-4-(1-propyn-1-yl)has potential applications in the development of new materials and technologies. Its unique structure and properties may contribute to the creation of advanced materials with improved performance characteristics, such as enhanced stability, reactivity, or selectivity.

Upstream product

• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 74-88-4 methyl iodide 
• 590-93-2 2-Butynoic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 75-20-7 calcium carbide 
• 193675-43-3 N-(4-fluorobenzylidene)-4-methylbenzenesulfonamide 
• 74-99-7 prop-1-yne 
• 70090-68-5 1-fluoro-4-(prop-2-yn-1-yl)benzene 
• 459-03-0 4-fluorophenyl acetone 
• 5633-34-1 (benzoylmethylene)dimethylsulfurane 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 18826-60-3 1-(p-Fluorphenyl)-2-methyl-cyclopropen-3-carbonsaeure 
• 49660-97-1 1-(4-fluorophenyl)-2-phenylpropan-1-one 
• 1283231-56-0 (Z)-2-(1-(4-fluorophenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 75078-91-0 (E)-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-6-(1-methyl-2-phenylethenyl)-naphthalene 
• 83832-05-7 (E)-1-fluoro-4-(2-phenylprop-1-enyl)benzene 
• 58662-10-5 (E)-1-fluoro-4-(1-phenylprop-1-en-2-yl)benzene 
• 1033435-01-6 8-(4-fluorophenyl)-2-methylimidazo[1,2-a]pyrrolo[3,2-c]pyridine 
• 1033434-96-6 ethyl [8-[2-(4-fluorophenyl)ethynyl]-2-methylimidazo[1,2-a]pyridine-7-yl]carbamate 

Relevant articles and documents

Blue Light Induced Difluoroalkylation of Alkynes and Alkenes

The difluoroalkylation of alkynes and alkenes by direct photoexcitation of ethyl difluoroiodoacetate is described. Under catalyst- and oxidant-free conditions, iododifluoroalkylation and hydrodifluoroalkylation products were generated from alkynes, and difluoroalkylation products were prepared from alkenes. This methodology provides a streamlined access to difluoroalkylated organic compounds starting from simple alkynes or alkenes.

Palladium-Catalyzed Tunable Carbonylative Synthesis of Enones and Benzofulvenes

A palladium-catalyzed four-component carbonylative coupling reaction involving aryl halides, internal alkynes, arylboronic acids, and CO has been developed for the first time. All-carbon substituted α-unsaturated ketones and benzofulvenes can be selectively obtained in a highly regio- and stereocontrolled manner. Using Cu(TFA)2 as the additive, a series of tetrasubstituted α-unsaturated ketones were prepared in moderate to high yields. Using more acidic Lewis acid Cu(OTf)2 as the additive, multisubstituted benzofluvenes were synthesized in moderate yields. This efficient methodology involved the formation of three new C?C bonds, and provided a divergent method for the quick construction of multisubstituted α-unsaturated ketones and benzofulvenes from easily available starting materials.

Enantioselective Addition of α-Nitroesters to Alkynes

By using Rh–H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII–π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.

Enantioselective Resolution Copolymerization of Racemic 2,3-Disubstituted cis-Epoxides with CO2 Mediated by Binuclear Cobalt(III) Catalyst?

Enantioselective resolution copolymerization of racemic internal epoxides with carbon dioxide (CO2) is a challenging issue because of their poor reactivity and complicated regio/stereoselectivity. Herein, we describe the first enantioselective

Palladium-catalyzed methylation of terminal alkynes

In this communication, a palladium-catalyzed procedure for the methylation of terminal alkynes has been developed. With N,N,N-trimethylbenzenaminium trifluoromethanesulfonate as the methyl source, various desired products were obtained in moderate to good yields. Both aromatic and aliphatic alkynes are applicable.

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

Multicomponent Oxidative Trifluoromethylation of Alkynes with Photoredox Catalysis: Synthesis of α-Trifluoromethyl Ketones

The direct oxidative addition of CF3 and H2O to alkynes was achieved with photoredox catalysis to obtain α-trifluoromethyl ketones via rapid enol-keto tautomerization. The reaction exhibits high functional group tolerance and regioselectivity. Heterocycles of various sizes containing CF3 were synthesized from the α-CF3-substituted diketones obtained through the protocol, thereby demonstrating the versatile applicability of the method. Mechanistic studies of the reaction with isotopes provided insight into the reaction pathway.

Rhodium-Catalyzed Intermolecular Carbonylative [2 + 2 + 1] Cycloaddition of Alkynes Using Alcohol as the Carbon Monoxide Source for the Formation of Cyclopentenones

A highly regioselective rhodium-catalyzed intermolecular carbonylative [2 + 2 + 1] cycloaddition of alkynes using alcohol as a CO surrogate to access 4-methylene-2-cyclopenten-1-ones has been developed. In this transformation, the alcohol performs multiple roles, including generating the Rh-H intermediate, functioning as the CO source, and assisting in the isomerization of the alkyne. Alkynes can act as both the olefin and the alkyne partner in the cyclopentenone core.

Palladium-catalyzed allylic alkylation with internal alkynes to construct C-C and C-N bonds in water

A palladium-catalyzed system enabled efficient allylic alkylation with alkynes in water has been developed. This reaction presents an environmentally friendly strategy for constructing lots of allylic compounds with indolinones, ketones, amines as well as electron-rich aromatic compounds as nucleophiles. Moreover, the in situ formed arylallene intermediate adopting alkynes as starting materials omits the need for leaving groups and extra oxidants, showing high atom economy. The versatility of the developed reaction also lends itself to the incorporation of deuteriums by simply replacing H2O with D2O.