59156-21-7

Usage

Uses

Used in Organic Synthesis:
2-(4-Nitrophenyl)thiophene is used as a key intermediate in the synthesis of various complex organic molecules. Its reactivity, stemming from the nitro group, allows for a wide range of chemical reactions, facilitating the formation of diverse chemical structures.
Used in Materials Science:
2-(4-Nitrophenyl)thiophene is utilized in materials science due to its interesting electronic and optical properties. Its potential applications include the development of novel materials with tailored properties for use in various industries, such as electronics, photonics, and energy storage.
Used in Organic Electronics:
2-(4-Nitrophenyl)thiophene's electronic properties make it a candidate for use in organic electronics, where it can be employed in the design and fabrication of organic semiconductors, organic light-emitting diodes (OLEDs), and organic field-effect transistors (OFETs).
Used in Chemical Functionalization:
The nitro group in 2-(4-Nitrophenyl)thiophene can be reduced to an amino group, providing opportunities for further functionalization and diversification of its chemical properties. This allows for the development of new derivatives with specific characteristics, expanding its potential applications in various fields.

InChI:InChI=1/C10H7NO2S/c12-11(13)9-5-3-8(4-6-9)10-2-1-7-14-10/h1-7H

Upstream product

• 188290-36-0 thiophene 
• 100-16-3 4-nitrophenylhydrazone 
• 636-98-6 p-nitrobenzene iodide 
• 5980-89-2 di-[2]thienyl-mercury 
• 45438-80-0 2-thienylzinc bromide 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 586-78-7 para-nitrophenyl bromide 
• 6165-68-0 thiophene boronic acid 
• 100-00-5 4-chlorobenzonitrile 
• 2786-07-4 2-thienyl lithium 
• 15106-95-3 bis(thien-2-yl)zinc 
• 17984-89-3 triethoxy(thiophen-2-yl)silane 
• 1734-79-8 3-(4-nitrophenyl)-2-propenal 
• 88011-26-1 α-thienyl-mercury(II) bromide 

Downstream Products

• 1052113-14-0 [5-(4-Nitro-phenyl)-thiophen-2-yl]-oxo-acetic acid ethyl ester 
• 1350699-19-2 2-(4-aminophenyl)-3',4'-ethylenedioxy-5,2'-bithiophene 
• 1350699-15-8 2-(4-nitrophenyl)-3',4'-ethylenedioxy-5,2'-bithiophene 
• 1087349-15-2 1-(5-iodothien-2-yl)-4-nitrobenzene 
• 1370333-07-5 4-(5-(4-(bis(4-tert-butylphenyl)amino)phenyl)thiophen-2-yl)benzaldehyde 
• 1370333-06-4 (N,N-di-tert-butylphenyl)-4-(thiophen-2-yl)aniline 
• 1370333-00-8 (E)-3-(4-(5-(4-(bis(4-tert-butylphenyl)amino)phenyl)thiophen-2-yl)phenyl)-2-cyanoacrylic acid 
• 80387-65-1 5-<4-(acetylamino)phenyl>-2-(methoxycarbonyl)thiophene 
• 80387-79-7 5-(4-nitrophenyl)thiophene-2-carboxylic acid 
• 80387-66-2 5-(4-Amino-phenyl)-thiophene-2-carboxylic acid methyl ester 
• 61100-12-7 methyl 5-(4-nitrophenyl)thiophene-2-carboxylate 
• 70010-48-9 1-(2-thienyl)-4-aminobenzene 

Relevant academic research and scientific papers

Tunable electrochemical switches based on ultrathin organic films

We have performed electroreduction of bisthienyl aminobenzene and thienyl aminobenzene diazonium salts on glassy carbon and polycrystalline gold and generated ultrathin organic films. This method allows covalent bonding between the corresponding aromatic

Triphenylamine derivatives and the lithium-ion capture of [3.3]cyclophane used in organic dye-sensitized solar cells

Four novel organic dyes (H-1, H-2, H-3, H-4) containing phenyl-thiophenyl-thiophenyl as a bridge unit were synthesized and effectively used for the fabrication of dye-sensitized solar cells (DSSCs). In both compounds, a triarylamine moiety and cyanoacryli

Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities

This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

Pyrazole-Mediated C-H Functionalization of Arene and Heteroarenes for Aryl-(Hetero)aryl Cross-Coupling Reactions

Herein we introduce a transition-metal-free protocol that involves a commercially available, inexpensive pyrazole molecule to conduct C-C cross-coupling reactions at room temperature via a radical pathway. Using this method, an aryldiazonium salt has been coupled to a wide range of arenes and heteroarenes including benzene, mesitylene, thiophene, furan, benzoxazole to result the corresponding biaryl products. The full reaction mechanism is elucidated along with the crystallographic probation of an active initiator species. A potassium-stabilized deprotonated pyrazole steers single-electron transfer to the substrate and behaves as an initiator for the reaction.

Immobilized Pd on a NHC functionalized metal–organic framework MIL-101(Cr): an efficient heterogeneous catalyst in Suzuki?Miyaura coupling reaction in water

A novel Pd?NHC functionalized metal–organic framework (MOF) based on MIL-101(Cr) was synthesized and used as an efficient heterogeneous catalyst in the C-C bond formation reactions. Using this heterogeneous Pd catalyst system, the Suzuki?Miyaura coupling reaction was accomplished well in water, and coupling products were obtained in good to excellent yields in short reaction time. The Pd?NHC?MIL-101(Cr) was characterized using some different techniques, including Fourier transform-infrared, X-ray diffraction, scanning electron microscopy, energy-dispersive X-ray spectroscopy, transmission electron microscopy (TEM), X-ray photoelectron spectroscopy, inductively coupled plasma and elemental analysis. The microscopic techniques showed the discrete octahedron structure of MIL-101(Cr), which is also stable after chemical modification process to prepare the catalyst system. The TEM images of the catalyst showed the existence of palladium nanoparticles immobilized in the structure of the catalyst, while no reducing agent was used. It seems that the NHC groups and imidazolium moieties in the structure of the MOF can reduce Pd (II) to Pd (0) species. This modified MOF substrate can also prevent aggregation of Pd nanoparticles, resulting in high stability of them in organic transformation. The Pd?NHC?MIL-101(Cr) catalyst system could be simply extracted from the reaction mixture, providing an efficient synthetic method for the synthesis of biaryls derivatives using the aforementioned coupling reaction. The Pd?NHC?MIL-101(Cr) catalyst could be recycled in this organic reaction with almost consistent catalytic efficiency.

Suzuki-Miyaura Cross-Couplings under Acidic Conditions

Suzuki-Miyaura reactions with Pd(PPh 3) 4 have been carried out using lithium N -phenylsydnone-4-carboxylate as additive, which gave best yields at pH 5.7 in a mixture of acetic acid, water, and sodium carbonate. Reaction parameters such as the Pd source, the solvent, reaction time and temperature, acid, base and carboxylate have been varied and some representative examples of the Suzuki-Miyaura reaction have been examined.

COMPOUNDS AND METHODS TO ATTENUATE TUMOR PROGRESSION AND METASTASIS

This invention relates to certain compounds or pharmaceutically acceptable salts thereof, and for the use of the compounds to treat cancer. In another aspect, the disclosure relates to a pharmaceutical composition comprising a compound of Formula (1), For

A facile synthesis of mesoporous graphitic carbon nitride supported palladium nanoparticles as highly effective and reusable catalysts for Stille coupling reactions under mild conditions

The development of a Stille coupling protocol that is operable under moderate conditions without using a base is highly required for the synthetic organic chemistry community, which requires an efficient nanocatalyst. In this respect, addressed herein is a facile one-pot synthesis of mesoporous graphitic carbon nitride (mpg-CN) supported Pd NPs, denoted as mpg-CN/Pd hereafter, and investigation of their catalytic activity in Stille cross-coupling reactions for the first time. It has been demonstrated that mpg-CN nanosheets can serve as not only a support material but also a stabilizer for the generation of 4.5 nm Pd NPs. The ecofriendly generated heterogeneous nanocatalyst was characterized by TEM, XRD, XPS, BET surface area and ICP-MS analysis. The mpg-CN/Pd nanocatalysts showed high activity in the Stille coupling reaction of a variety of electron-deficient and electron-rich aryl iodides/bromides and two different organostannanes with a wide substrate scope to afford the corresponding biaryls without using any bases and additional ligands under relatively mild conditions. The catalyst can be easily recovered from the reaction medium by centrifugation. It can be reused at least 5 times without any loss of activity.

σ-Bond initiated generation of aryl radicals from aryl diazonium salts

σ-Bond nucleophiles and molecular oxygen transform aryl diazonium salts into aryl radicals. Experimental and computational studies show that Hantzsch esters transfer hydride to aryl diazonium species, and that oxygen initiates radical fragmentation of the diazene intermediate to produce aryl radicals. The operational simplicity of this addition-fragmentation process for the generation of aryl radicals, by a polar-radical crossover mechanism, has been illustrated in a variety of bond-forming reactions.

UiO-66 microcrystals catalyzed direct arylation of enol acetates and heteroarenes with aryl diazonium salts in water

UiO-66 is a classic Metal–organic framework (MOF) that constructed by zirconium cations and terephthalate with high chemical and thermal stability. Using pristine UiO-66 nanocrystals as the catalysts, the carbon–carbon bond formation based on denitrogenat