94581-95-0

Basic information

• Product Name: 2-Bromoterthiophene
• Synonyms: 2-Bromoterthiophene;2-Bromo-5,2′:5′,2′′-terthiophene;5-Bromo-2,2′:5′,2′′-terthiophene;5-Bromo-α-terthienyl
• CAS NO: 94581-95-0
• Molecular Formula: C₁₂H₇BrS₃
• Molecular Weight: 327.28
• Mol File: 94581-95-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 135-138°C
• Boiling Point: 389.9°Cat760mmHg
• Flash Point: 189.6°C
• Appearance: /
• Density: 1.599g/cm³
• CAS DataBase Reference: 2-Bromoterthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromoterthiophene(94581-95-0)
• EPA Substance Registry System: 2-Bromoterthiophene(94581-95-0)

Safety Data

• Hazard Codes: T
• Statements: 25-37/38-41
• Safety Statements: 26-39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 94581-95-0(Hazardous Substances Data)

Usage

Description

2-Bromoterthiophene is a chemical compound with the molecular formula C4H3BrS. It is a substituted thiophene derivative, which is a five-membered aromatic ring containing four carbon atoms and one sulfur atom. 2-Bromoterthiophene is known for its reactivity and stability, making it a versatile building block in various chemical syntheses.

Uses

Used in Pharmaceutical Industry:
2-Bromoterthiophene is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, including treatments for chronic and infectious diseases.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromoterthiophene serves as a crucial building block for the creation of novel pesticides and herbicides. Its incorporation into these compounds can lead to enhanced effectiveness and selectivity, ultimately contributing to more sustainable agricultural practices.
Used in Materials Science:
2-Bromoterthiophene is utilized as a component in the development of advanced materials for various applications. Its presence in these materials can improve properties such as conductivity, stability, and durability, making them suitable for use in industries like electronics and energy.
Used in Organic Electronics:
2-Bromoterthiophene is used as a component in the design and fabrication of organic electronic devices, such as organic photovoltaic cells and organic light-emitting diodes. Its electronic properties contribute to the performance and efficiency of these devices, paving the way for advancements in renewable energy and display technologies.
Used in Synthesis of Bioactive Molecules:
2-Bromoterthiophene also serves as an intermediate in the synthesis of bioactive molecules and natural products. Its incorporation into these compounds can lead to the development of new therapeutic agents with potential applications in medicine and healthcare.

Upstream product

• 670-54-2 ethenetetracarbonitrile 
• 670-54-2 tetracyanoethylene radical cation 
• 1081-34-1 2,2':5',2''-terthiophene 

Downstream Products

• 670-54-2 tetracyanoethylene radical cation 
• 670-54-2 ethenetetracarbonitrile 
• 259801-05-3 (1S)-1,4-anhydro-1,2-dideoxy-1-([2,2':5',2''-terthiophen]-5-yl)-3,5-di-O-(p-toluoyl)-D-erythro-pentitol 
• 378789-94-7 diphenyl(2,2':5',2''-terthienyl-5-yl)phosphine 
• 161726-69-8 5″-bromo-2,2′:5′,2″-terthiophene-5-carboxaldehyde 
• 1426313-47-4 2-(4-acetylphenyl)-2,2':5',2''-terthiophene 
• 1426313-45-2 2-(4-ethoxyphenyl)-2,2':5',2''-terthiophene 
• 1310572-12-3 5-(2-cyclohexyl-ethyl)-[2,2';5',2'';5'',2''']-quaterthiophene 
• 1190225-10-5 5-(3,4,5-trimethoxyphenyl)-2,2':5',2''-terthiophene 
• 259801-07-5 (1S)-1,4-anhydro-1,2-dideoxy-5-O-(4,4'-dimethoxytrityl)-1-([2,2':5',2''-terthiophen]-5-yl)-D-erythro-pentitol 
• 88493-55-4 sexithiophene 
• 5660-45-7 quinquethienyl 

Relevant articles and documents

PROCESS FOR PRODUCTION OF OXIDATION REACTION PRODUCT OF AROMATIC COMPOUND

The present invention provides a process for producing an oxidation reaction product of an aromatic compound, having excellent environmental load reduction performance, cost reduction performance, etc. Provided is a process for producing an oxidation reaction product of a raw material aromatic compound by reacting the raw material aromatic compound with an oxidizing agent. The process further uses an electron donor-acceptor linked molecule. The process includes the step of: reacting the electron donor-acceptor linked molecule in an electron-transfer state, the oxidizing agent, and the raw material aromatic compound, thereby generating an oxidation reaction product resulting from oxidation of the raw material aromatic compound.

Photochemical generation of radical cations from α-terthienyl and related thiophenes: Kinetic behavior and magnetic field effects on radical-ion pairs in micellar solution

The photochemistry of α-terthienyl (αT) and related compounds has been examined in homogeneous solution and in anionic micelles in the presence of electron acceptors. The absorption spectra of the radical cations from four thiophenic substrates have been characterized; for example, those derived from α-bithienyl (αB) and αT show absorption maxima at 420 and 530 nm, respectively. Triplet quenching by acceptors such as methyl viologen (MV2+) and tetracyanoethylene approaches diffusion control (k > 5 × 109 M-1 s-1). Quenching by oxygen, which is known to be dominated by singlet oxygen sensitization, involves electron transfer only to a minor extent; the highest efficiency, for αB, was only 6%. In micellar systems the behavior of the radical-ion pairs produced via electron transfer involves the competition of geminate and exit processes which occurs in the 10-7-10-6 s time domain. Both processes are slower in the larger micelles. Geminate processes are dramatically affected by magnetic fields. A model is proposed where the rate of geminate processes is suggested to depend upon the intramicellar reencounter frequency for the pair and the degree of singlet character in the triplet-derived radical-ion pair. The magnetic field effects observed are consistent with such a model.

PREPARATION OF α-QUATER-, α-SEXI, AND α-OCTITHIOPHENES

α-Quaterthiophene (1), α-sexithiophene (2), and α-octithiophene (3) (the highest member of α-oligothiophenes ever synthesized) were prepared from α-bithiophene, α-terthiophene, and α-quaterthiophene, respectively, via monobromination with N-bromosuccinimide followed by reductive coupling reaction with an activated nickel(0) reagent.