59156-21-7

Basic information

• Product Name: 2-(4-Nitrophenyl)thiophene
• Synonyms: 2-(4-NITROPHENYL)THIOPHENE
• CAS NO: 59156-21-7
• Molecular Formula: C₁₀H₇NO₂S
• Molecular Weight: 205.23
• Mol File: 59156-21-7.mol
• Article Data: 77

Chemical Properties

• Melting Point: 138 °C
• Boiling Point: 338.8 °C at 760 mmHg
• Flash Point: 158.7 °C
• Appearance: /
• Density: 1.315 g/cm³
• Vapor Pressure: 0.000188mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 2-(4-Nitrophenyl)thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Nitrophenyl)thiophene(59156-21-7)
• EPA Substance Registry System: 2-(4-Nitrophenyl)thiophene(59156-21-7)

Safety Data

• Hazardous Substances Data: 59156-21-7(Hazardous Substances Data)

Usage

General Description

2-(4-Nitrophenyl)thiophene is a chemical compound with the molecular formula C10H7NO2S. It is a member of the thiophene family, which is a group of aromatic heterocyclic compounds containing a five-membered sulfur-containing ring. The presence of a nitro group in the phenyl ring makes this compound highly reactive and useful in various chemical reactions, particularly in the synthesis of other complex organic molecules. It also exhibits interesting electronic and optical properties, making it potentially useful in materials science and organic electronics. Additionally, the nitro group can be reduced to an amino group, providing the potential for further functionalization and diversification of its chemical properties.

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 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 586-78-7 para-nitrophenyl bromide 
• 636-98-6 p-nitrobenzene iodide 
• 5980-89-2 di-[2]thienyl-mercury 
• 201230-82-2 carbon monoxide 
• 37496-13-2 2-(trimethylstannyl)thiophene 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 100-01-6 4-nitro-aniline 
• 17984-89-3 triethoxy(thiophen-2-yl)silane 
• 6165-68-0 thiophene boronic acid 
• 17763-80-3 para-nitrophenyl triflate 
• 15106-95-3 bis(thien-2-yl)zinc 

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 
• 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 
• 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 

Relevant articles and documents

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

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.

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.