19813-90-2

Usage

Uses

Used in Electronics Industry:
4-Phenylbenzenethiol is used as an engineered material for electron transport through thin organic films in metal-insulator-metal junctions. Its ability to facilitate electron transport makes it a valuable component in the development of advanced electronic devices and systems.
Used in Material Science:
As a component of self-assembled monolayers (SAMs), 4-Phenylbenzenethiol serves as a spacer chain that enhances the adhesion and frictional forces on a variety of surfaces. This property makes it useful in the development of materials with improved surface properties, such as increased durability, reduced friction, and enhanced adhesion.

InChI:InChI=1/C12H10S/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9,13H

Upstream product

• 92-66-0 4-bromo-1,1'-biphenyl 
• 19813-91-3 4-thioacetylbiphenyl 
• 1591-31-7 4-iodo-biphenyl 
• 143-66-8 sodium tetraphenyl borate 
• 106-53-6 para-bromobenzenethiol 
• 98-80-6 phenylboronic acid 
• 92-69-3 4-Phenylphenol 
• 92-67-1 4-phenylalanine 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 62237-50-7 2-(4-pyridinyl)ethyl-4'-bromophenyl sulfide 
• 881664-08-0 3-(4-bromophenylsulfanyl)propionic acid 2-ethylhexyl ester 
• 104-95-0 (4-bromophenyl)thioanisole 
• 591-50-4 iodobenzene 

Downstream Products

• 109880-97-9 2,9,9-triphenylthioxanthene 
• 109880-95-7 o-(biphenyl-4-ylthio)phenyl(diphenyl)methanol 
• 20025-59-6 3-(4-biphenyl)sulfonylpropionic acid 
• 19813-92-4 1,2-di([1,1'-biphenyl]-4-yl)disulfane 
• 109880-93-5 2-(biphenyl-4-ylthio)benzophenone 
• 2113-68-0 4-biphenylmonosulfonic acid 

Relevant academic research and scientific papers

Characterization of the conductivity of organic thiols by field emission microscopy and field emission spectroscopy

The conducting properties of two organic thiols (5-mercapto-2,2′-bithiophene and 4-mercaptobiphenyl) deposited by the self-assembly method on Pt tips have been characterized in ultrahigh vacuum by field emission microscopy and spectroscopy. It was shown that these two molecular species can be successfully adsorbed from solution on the Pt tip. The presence of the molecules causes a large decrease in the required field emission voltages by a factor of ～3-5. Measurement of the total energy distributions of the emitted electrons showed that the electrons are emitted from a narrow band which is not pinned at the Fermi level but which shifts to lower energy with increased applied field. The molecules thus appear more like an insulator than a conductor. Significant current-induced heating of the molecules was found: for example, ΔT ≈ 80 K for 0.3 nA. Taken together these properties pose problems for the use of these and similar one-dimensional molecules as current-carrying connections in proposed nanoscale electronic applications. However, when used in the subpicoampere range, the current through the wire may be sustainable and dissipation small. In general, these experiments open a door to exploring other molecules.

Effects of hindered internal rotation on packing and conductance of self-assembled monolayers

Self-assembled monolayers of 4-thiobiphenyl and 2-thiophenanthrene molecules on Au{111} were probed using scanning tunneling microscopy (STM) to investigate their assembled order, to measure the conductance through them, and to determine what molecular features are necessary for molecules to exhibit conductance switching. The 4-thiobiphenyl molecules assemble into two distinct packing structures, whereas no order is observed for 2-thiophenanthrene. Both molecules show rectifying behavior, but although 4-thiobiphenyl is more conductive at positive sample biases, 2-thiophenanthrene is more conductive at negative sample bias. Individual molecules of each type were also inserted into alkanethiol SAMs and tracked over several hours to investigate the conductance states of each molecule. Both molecules exhibit two conductance states, indicating that internal ring rotation is not required for conductance switching.

Synthesis, characterization, and application of palladium-dithizone immobilized on magnetic nanoparticles as an efficient and recoverable catalyst for Suzuki type coupling reactions

A novel, magnetically separable catalyst was synthesized by the immobilization of Pd on magnetite nanoparticles (MNPs) coated with dithizone. The activity of this catalyst was examined for the synthesis of various biaryls via the C-C coupling reaction of aryl halides and sodium tetraphenylborate or phenylboronic acid under mild reaction conditions. Fe3O4/SiO2-DTZ-Pd was characterized by transmission electron microscopy, X-ray diffraction, Fourier transform infrared spectroscopy, energy dispersive X-ray spectroscopy, vibrating sample magnetometer, and scanning electron microscopy.

Discovery of 3,5-Dimethyl-4-Sulfonyl-1 H-Pyrrole-Based Myeloid Cell Leukemia 1 Inhibitors with High Affinity, Selectivity, and Oral Bioavailability

Myeloid cell leukemia 1 (Mcl-1) protein is a key negative regulator of apoptosis, and developing Mcl-1 inhibitors has been an attractive strategy for cancer therapy. Herein, we describe the rational design, synthesis, and structure-activity relationship study of 3,5-dimethyl-4-sulfonyl-1H-pyrrole-based compounds as Mcl-1 inhibitors. Stepwise optimizations of hit compound 11 with primary Mcl-1 inhibition (52%@30 μM) led to the discovery of the most potent compound 40 with high affinity (Kd = 0.23 nM) and superior selectivity over other Bcl-2 family proteins (>40,000 folds). Mechanistic studies revealed that 40 could activate the apoptosis signal pathway in an Mcl-1-dependent manner. 40 exhibited favorable physicochemical properties and pharmacokinetic profiles (F% = 41.3%). Furthermore, oral administration of 40 was well tolerated to effectively inhibit tumor growth (T/C = 37.3%) in MV4-11 xenograft models. Collectively, these findings implicate that compound 40 is a promising antitumor agent that deserves further preclinical evaluations.

COMPOUNDS AND METHODS FOR TREATING OXALATE-RELATED DISEASES

Disclosed herein are compounds and compositions for modulating glycolate oxidase, useful for treating oxalate-related diseases, such as hyperoxaluria, where modulating glycolate oxidase is expected to be therapeutic to a patent in need thereof. Methods of modulating glycolate oxidase activity in a human or animal subject is also provided.

Preparation method for synthesizing thiophenol compound based on sodium sulfide nonahydrate

The invention provides a preparation method for synthesizing a thiophenol compound based on sodium sulfide nonahydrate. In an inert gas protective atmosphere, substituted iodobenzene and a sulfhydrylation reagent are added into an aprotic polar solvent, then a copper salt catalyst and a ligand compound are orderly added into the solution, the mixed solution undergoes a reaction at a temperature of 90 to 120 DEG C for 12-24h, and the reaction solution is cooled to the room temperature and is acidized so that the product is obtained. The preparation method has the advantages of simple reaction conditions, good compatibility of functional groups, high yield and small environmental pollution. Thiophenol is an important intermediate for pharmaceutical chemical synthesis and has a very wide application range in fields of chemical raw materials, pesticides and medicines. The preparation method has a great use value and good social and economic benefits.

Copper-Catalyzed Direct Synthesis of Aryl Thiols from Aryl Iodides Using Sodium Sulfide Aided by Catalytic 1,2-Ethanedithiol

A copper-catalyzed direct and effective synthesis of aryl thiols from aryl iodides using readily available Na 2 S·9H 2 O and 1,2-ethanedithiol was described. A variety of aryl thiols were readily obtained in yields of 76-99%. In this protocol, Na 2 S·9H 2 O was used as ultimate sulfur source, and 1,2-ethanedithiol functioned as an indispensable catalytic reagent.

SINGLE-STEP SYNTHESIS METHOD OF ARYL THIOL AND APPLICATION THEREOF

The present invention relates to a single-step synthesis method of aryl thiol, and more specifically, to a method of synthesizing aryl thiol in a single-step by making aryl halide react with alkane dithiol in the presence of a transition metal catalyst. According to the present invention, a single-step synthesis method using the transition metal catalyst, the synthesis method which is capable of synthesizing aryl thiol from aryl halide at a high yield, can be provided. Various aryl halides may be applied to the synthesis method. Further, the synthesis method has advantages that an easily usable reagent may be used, operations are simple, and reactions can be performed under mild conditions. In addition, the synthesized aryl thiol may be used in the synthesis of advanced molecules such as diaryl sulfides and benzothiophenes.COPYRIGHT KIPO 2017

Palladium supported on modified magnetic nanoparticles: A phosphine-free and heterogeneous catalyst for Suzuki and Stille reactions

An efficient magnetic nanoparticle-supported palladium (Fe3O4/SiO2-PAP-Pd) catalyst is reported for the Suzuki cross-coupling and Stille reactions. This method provides a novel and much improved modification of the Suzuki and Stille coupling reactions in terms of phosphine-free catalyst, short reaction time, clean reaction and small quantity of catalyst. Another important feature of this method is that the catalyst can be easily recovered from the reaction mixture and reused with no loss of its catalytic activity.

Copper(II)-Catalyzed Single-Step Synthesis of Aryl Thiols from Aryl Halides and 1,2-Ethanedithiol

A highly efficient transition metal-catalyzed single-step synthesis of aryl thiols from aryl halides has been developed employing copper(II) catalyst and 1,2-ethanedithiol. The key features are use of readily available reagents, a simple operation, and relatively mild reaction conditions. This new protocol shows a broad substrate scope with excellent functional group compatibility. A variety of aryl thiols are directly prepared from aryl halides in high yields. Furthermore, the aryl thiols are used in situ for the synthesis of more advanced molecules such as diaryl sulfides and benzothiophenes.