52431-30-8

Basic information

• Product Name: 2,5-DIBROMO-3,4-DINITROTHIOPHENE
• Synonyms: 2,5-DIBROMO-3,4-DINITROTHIOPHENE;AKOS 92299;2,5-Dibromo-3,4-dinitrthiphene;2,5-DIBROMO-3,4-DINITROTHIOPHENE 98+%;2,5-DibroMo-3,4-dinitrothiophene 98%;NSC 84661;DibroMo-3,4-dinitrothio;2,5-Dibromo-3,4-dinitrothiophene,95%
• CAS NO: 52431-30-8
• Molecular Formula: C₄Br₂N₂O₄S
• Molecular Weight: 331.93
• EINECS: -0
• Product Categories: Thiophenes;Metal Isotopes;Sulfur & Selenium Compounds;Thiophene Series
• Mol File: 52431-30-8.mol
• Article Data: 25

Chemical Properties

• Melting Point: 137°C
• Boiling Point: 341.2°Cat760mmHg
• Flash Point: 160.2°C
• Appearance: /
• Density: 2.459g/cm³
• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.716
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Acetone, Methanol
• Water Solubility: Insoluble in water.
• BRN: 218219
• CAS DataBase Reference: 2,5-DIBROMO-3,4-DINITROTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMO-3,4-DINITROTHIOPHENE(52431-30-8)
• EPA Substance Registry System: 2,5-DIBROMO-3,4-DINITROTHIOPHENE(52431-30-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37
• WGK Germany: 3
• Hazardous Substances Data: 52431-30-8(Hazardous Substances Data)

Usage

Description

2,5-DIBROMO-3,4-DINITROTHIOPHENE is an organic compound characterized by its light orange solid appearance. It is a bromodinitro compound that serves as a key reagent in the synthesis of various polymers and thiophene-based materials.

Uses

Used in Chemical Synthesis:
2,5-DIBROMO-3,4-DINITROTHIOPHENE is used as a reagent in the synthesis of bromodinitro compounds and polymers. Its application is particularly relevant in the formation of conjugated thiophene oligomers or co-oligomers, which are essential components in the development of advanced materials for various industries.
Used in Pd-Catalyzed Stille Coupling:
In the field of organic chemistry, 2,5-DIBROMO-3,4-DINITROTHIOPHENE is used as a monomer in the Pd (palladium) catalyzed Stille coupling process. This reaction is crucial for creating conjugated thiophene oligomers or co-oligomers, which have potential applications in electronic devices, photovoltaics, and other areas.
Used in Material Science:
2,5-DIBROMO-3,4-DINITROTHIOPHENE is also utilized in material science for the development of novel materials with specific properties. Its role in the synthesis of polymers and thiophene-based materials makes it a valuable component in the advancement of materials with potential applications in various industries, such as electronics, energy, and pharmaceuticals.
Used in Pharmaceutical Applications:
2,5-DIBROMO-3,4-DINITROTHIOPHENE can be used as a starting material for the synthesis of pharmaceutical compounds. The reduction of this compound yields 3,4-diaminothiophene, which can be further utilized in the development of therapeutic agents.

InChI:InChI=1/C4Br2N2O4S/c5-3-1(7(9)10)2(8(11)12)4(6)13-3

Upstream product

• 3141-27-3 2,5-dibromothiophen 
• 3141-24-0 2,3,5-tribromothiophene 
• 188290-36-0 thiophene 

Downstream Products

• 78637-85-1 thiophene-3,4-diamine 
• 69723-91-7 2-bromo-3,4-dinitrothiophene 
• 205170-72-5 3’,4’-dinitro-2,2’:5’,2’’-terthiophene 
• 851233-21-1 4,4'-(3,4-dinitrothiophene-2,5-diyl)bis(N,N-diphenylaniline) 
• 90069-81-1 thiophene-3,4-diamine dihydrochloride 
• 1247952-42-6 C₁₆H₈Br₂N₂O₄S 
• 1190213-32-1 3,4-dinitro-2,5-bis(4-trifluoromethylphenyl)thiophene 
• 30548-83-5 (5-bromo-3,4-dinitro-thiophen-2-yl)-(4-nitro-phenyl)-amine 

Relevant articles and documents

Small band gap oligothieno[3,4-b]pyrazines

(Chemical Equation Presented) (Graph Presented) The synthesis and the optical and electrochemical properties of thiophene end capped oligo(2,3-alkylthieno[3,4-b]pyrazine)s are presented. The optical absorption rapidly shifts to lower energies with increasing chain length, caused in almost equal amounts by a rise of the HOMO and a lowering of the LUMO levels. The optical band gap of the polymer is estimated to be 1.13 ± 0.07 eV. Extrapolated redox potentials indicate that the polymer is a small band gap p-type material.

Donor-Acceptor-Donor Thienopyrazines via Pd-Catalyzed C-H Activation as NIR Fluorescent Materials

A series of thienopyrazine-based donor-acceptor-donor (D-A-D) near-infrared (NIR) fluorescent compounds were synthesized through a rapid, palladium-catalyzed C-H activation route. The dyes were studied through computational analysis, electrochemical prope

Donor-Acceptor-Donor Thienopyrazine-Based Dyes as NIR-Emitting AIEgens

Organic Near-Infrared luminophores have found broad application as functional materials, but the development of efficient NIR emitters is still a challenging goal. Here we report on a new class of thieno[3,4-b]pyrazine-based NIR emitting materials with Aggregation Induced Emission (AIE) properties. The dyes feature a donor–acceptor–donor (D?A?D) structure, with a thienopyrazine acceptor core connected to two triarylamine donor groups bearing a tetraphenylethylene (TPE) moiety. Fast and efficient synthesis allowed the modular preparation of three dyes of tunable absorption and emission profiles. These constructs were extensively characterized by spectroscopic studies in different solvents, which revealed intense light-harvesting ability and emissions in the deep-red and NIR region with large Stokes shift values. Remarkably, the dyes exhibited AIE properties, retaining emissive ability in the aggregate state, thus emerging as attractive materials for their potential application in the development of luminescent devices.

TRIPHENYLAMINE COMPOUNDS, POLYMERS MADE THEREFROM AND ELECTROCHROMIC DEVICE COMPRISING THE SAME

The present invention relates to a triphenylamine compound, to a polymer thereof and to an electrochromic device comprising the same, and specifically, to a triphenylamine compound represented by the chemical formula (1), to a polymer thereof and to an electrochromic device comprising the same. In the chemical formula (1), R, R1, R2, R3, R4, and R5 are as defined in claim 1. The present invention also provides a triphenylamine-based polymer capable of forming a thin film having uniform surface and exhibiting excellent reversibility in the electrochromic characteristics.COPYRIGHT KIPO 2018