766-98-3 Usage
Description
4-Fluorophenylacetylene is an organic compound that consists of a phenyl ring with a fluorine atom attached at the 4-position and an acetylene group (a carbon-carbon triple bond) attached to the 1-position. It is a colorless to pale yellow liquid with a characteristic odor. 4-Fluorophenylacetylene is known for its unique chemical properties and reactivity, making it a versatile building block in various chemical reactions and applications.
Uses
Used in Liquid Crystals Industry:
4-Fluorophenylacetylene is used as an intermediate for the synthesis of liquid crystals. Liquid crystals are materials that exhibit properties between those of conventional liquids and solid crystals. They have a wide range of applications, including display technologies, such as liquid crystal displays (LCDs) found in televisions, computer monitors, and smartphones. The presence of the fluorine atom in 4-Fluorophenylacetylene contributes to the specific properties of the resulting liquid crystals, such as their stability, solubility, and electro-optical characteristics.
Used in Pharmaceutical Industry:
4-Fluorophenylacetylene serves as a pharmaceutical intermediate, which means it is a compound used in the synthesis of pharmaceutical drugs. The presence of the fluorine atom and the acetylene group in this compound can impart specific biological activities to the final drug molecule, making it a valuable building block in the development of new medications. The use of 4-Fluorophenylacetylene in drug synthesis can lead to the creation of novel therapeutic agents with improved pharmacokinetic and pharmacodynamic properties.
Used in Organic Synthesis:
4-Fluorophenylacetylene is also used as an organic synthesis intermediate, which means it is a compound used in the preparation of other organic compounds. Its unique structure allows it to participate in various chemical reactions, such as cross-coupling reactions, cycloadditions, and electrophilic substitutions. This versatility makes it a valuable starting material for the synthesis of a wide range of organic compounds, including specialty chemicals, agrochemicals, and advanced materials.
Used in Vacuum Deposition Process:
4-Fluorophenylacetylene is utilized in the vacuum deposition process, which is a technique used to deposit thin films of materials onto a substrate. This process is widely used in various industries, such as electronics, optics, and materials science, to create coatings with specific properties, such as high electrical conductivity, optical transparency, or corrosion resistance. The use of 4-Fluorophenylacetylene in vacuum deposition can lead to the formation of thin films with unique properties, such as enhanced stability, improved adhesion, or tailored electronic characteristics.
Used in Sonogashira Type Cross Coupling Reaction:
4-Fluorophenylacetylene can be used in the Sonogashira type cross coupling reaction to synthesize aryl acetylenes. This reaction involves the coupling of an aryl or vinyl halide with an acetylene in the presence of a palladium catalyst and a copper co-catalyst. The use of 4-Fluorophenylacetylene in this reaction allows for the formation of substituted phenylacetylenes, such as 1-Ethynyl-4-fluorobenzene, which can be further used as intermediates in the synthesis of more complex organic compounds or materials with specific properties and applications.
Check Digit Verification of cas no
The CAS Registry Mumber 766-98-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 6 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 766-98:
(5*7)+(4*6)+(3*6)+(2*9)+(1*8)=103
103 % 10 = 3
So 766-98-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H5F/c1-2-7-3-5-8(9)6-4-7/h1,3-6H
766-98-3Relevant articles and documents
Photochemistry of 4-Substituted (Phenylethynyl)triphenylborate Salts: Analysis of the Visible-Region Electronic Absorption Spectra of Tetraarylboratirene Anions
Park, Kyung Mi,Schuster, Gary B.
, p. 2502 - 2504 (1992)
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Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block
Varga, Bálint,Tóth, Balázs L.,Béke, Ferenc,Csenki, János T.,Kotschy, András,Novák, Zoltán
supporting information, p. 4925 - 4929 (2021/07/01)
A novel fluoroalkyl iodide was synthesized on multigram scale from refrigerant gas HFO-1234yf as cheap industrial starting material in a simple, solvent-free, and easily scalable process. We demonstrated its applicability in a metal-free photocatalytic ATRA reaction to synthesize valuable fluoroalkylated vinyl iodides and proved the straightforward transformability of the products in cross-coupling chemistry to obtain conjugated systems.
Trans Influence of Ligands on the Oxidation of Gold(I) Complexes
Yang, Yangyang,Eberle, Lukas,Mulks, Florian F.,Wunsch, Jonas F.,Zimmer, Marc,Rominger, Frank,Rudolph, Matthias,Hashmi, A. Stephen K.
supporting information, p. 17414 - 17420 (2019/10/28)
Gold(I) complexes are considered active species toward oxidative addition; current understanding indicates a different mechanism in contrast to other late transition metals, but a rational understanding of the reactivity profile is lacking. Herein, we propose that the accessibility of the gold(I) center to tri- or tetra-coordination is critical in the oxidative process involving a tri- or tetra-coordinate gold(I) with the oxidizing reagent as one of the ligands as an intermediate. A computational study of the geometry of (Phen)R3PAu(I)NTf2 complexes shows that the accessibility of such tricoordinate species shows a good correlation with the "trans influence" of phosphine ligands: the weak σ-donating phosphine ligands promote tricoordination of gold(I) complexes. The oxidative addition to the asymmetric tricoordinate (Phen)R3PAu(I)NTf2 complexes with alkynyl hypervalent iodine reagents was built. The kinetic profile of the oxidative addition exhibits a good relationship to the Hammett substituent parameter (ρ = 3.75, R2 = 0.934), in which the gold(I) complexes bearing less σ-donating phosphine ligands increase the rate of oxidative addition. The positive ρ indicates a high sensitivity of the oxidative addition to the trans influence. The reactivity profile of oxidative addition to a linear bis(pyridine)gold(I) complex further supports that the oxidative addition to gold(I) complexes is promoted by ligands with small trans influence.
