1849-26-9

Basic information

• Product Name: Phenol, 4-(phenylethynyl)-
• CAS NO: 1849-26-9
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• Mol File: 1849-26-9.mol
• Article Data: 66

Chemical Properties

• CAS DataBase Reference: Phenol, 4-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 4-(phenylethynyl)-(1849-26-9)
• EPA Substance Registry System: Phenol, 4-(phenylethynyl)-(1849-26-9)

Safety Data

• Hazardous Substances Data: 1849-26-9(Hazardous Substances Data)

Usage

General Description

Phenol, 4-(phenylethynyl)- is a chemical compound that belongs to the phenol class of compounds and contains an ethynyl group. It is also known as 4-phenylethynylphenol and is commonly used in the production of various pharmaceuticals, dyes, and perfumes. Phenol, 4-(phenylethynyl)- has been found to exhibit antimicrobial and antiviral properties, making it a potential candidate for use in medical and healthcare applications. Additionally, 4-phenylethynylphenol has been studied for its potential use as an antioxidant and for its ability to inhibit the growth of certain cancer cells. Overall, this chemical compound has a wide range of potential applications and is the subject of ongoing research in various fields.

Upstream product

• 106-41-2 4-bromo-phenol 
• 536-74-3 phenylacetylene 
• 540-38-5 p-Iodophenol 
• 7380-78-1 4-(phenylethynyl)anisole 
• 591-50-4 iodobenzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 106-48-9 4-chloro-phenol 
• 106-51-4 p-benzoquinone 
• 120552-88-7 4-hydroxy-4-(phenylethynyl)cyclohexa-2,5-dien-1-one 
• 637-44-5 phenylpropyolic acid 
• 88075-18-7 4-(2-(trimethylsilyl)ethynyl)phenol 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 108-86-1 bromobenzene 
• 839686-54-3 4-<<-tert-butyldimethylsiloxy)phenyl>ethynyl>benzene 

Downstream Products

• 38469-73-7 1-(4-hydroxyphenyl)-2-phenylethan-1,2-dione 
• 6554-98-9 trans-4-Hydroxystilbene 
• 3839-46-1 (Z)-1-(4-hydroxyphenyl)-2-phenylethene 
• 1414963-69-1 C₂₃H₂₈O 
• 1414963-67-9 C₂₃H₂₈O 
• 1414963-68-0 C₂₃H₂₈O 
• 14292-82-1 4-(6-methoxy-3-phenyl-1H-indol-2-yl)phenol 
• 1137-42-4 4-Hydroxybenzophenone 
• 2491-32-9 1-(4-Hydroxyphenyl)-2-phenylethanone 
• 24190-60-1 1-(benzyloxy)-4-(phenylethynyl)benzene 

Relevant articles and documents

Synthesis and structural characterization of palladium(II) 2-(arylazo)naphtholate complexes and their catalytic activity in Suzuki and Sonogashira coupling reactions

A family of five palladium(II) 2-(arylazo)naphtholate complexes, [PdCl(PPh3)(L)] (L = O, N-donor of bidentate 2-(arylazo)naphtholate ligands), have been synthesized and characterized by elemental analysis and spectral (FT-IR, UV–Vis, 1H-NMR and 13C-NMR) methods. Further, the catalytic efficiency of all the complexes have been investigated for Suzuki and Sonogashira coupling reaction of various aryl halides.

Atom-Economical Thiocyanation-Amination of Alkynes with N-Thiocyanato-Dibenzenesulfonimide

A highly regioselective protocol for intermolecular thiocyanation-amination of alkynes by N-thiocyano-dibenzenesulfonimide (NTSI) as the SCN and nitrogen sources has been developed. A C-S bond and C-N bond are simultaneously constructed in only one step. The reaction under simple mild conditions features a broad substrate scope, atom economy, high yields (up to 94%), and excellent functional group tolerance.

Palladium(II) complexes containing sterically bulky O, N donor ligands: Synthesis, characterization and catalytic activity in the Suzuki-Miyaura and Sonogashira coupling reactions

A new class of palladium(II)1-(arylazo)naphtholate complexes of the type [Pd(L1-4)2] containing sterically bulky O, N donor functionalized arylazo ligands has been synthesized. These palladium(II) complexes were characterized by elemental analysis and spectral (FT-IR, UV–Vis, 1H NMR and 13C NMR) studies. The molecular structure of the Palladium(II) complexes [Pd(L1)2] and [Pd(L2)2] were established by X-ray crystallography. These complexes were found to efficiently catalyze the Suzuki-Miyaura coupling of arylboronic acids and aryl halides, and the Sonogashira reaction of aryl halides and phenylacetylene in DMF and i-PrOH media to afford the corresponding C–C coupling products in high yields.

Sustainable Ligand-Free Heterogeneous Palladium-Catalyzed Sonogashira Cross-Coupling Reaction in Deep Eutectic Solvents

The commercially available and cheap Pd/C was found to promote Sonogashira couplings in the environmentally friendly choline chloride/glycerol eutectic mixture in the absence of external ligands. Under heterogeneous conditions, (hetero)aryl iodides were successfully coupled with both aromatic and aliphatic alkynes in yields ranging from 50 to 99 % within 3 h at 60 °C. The aforementioned catalytic system proved to be effective also towards electron-rich iodides, which are notoriously known to be poorly reactive in Pd-catalyzed Sonogashira coupling reactions. The eutectic mixture and the catalyst could easily and successfully be recycled up to four times with an E-factor as low as 24.4.