136902-53-9

Basic information

• Product Name: 5-Bromo-2-(5-bromothiophen-2-yl)pyridine
• Synonyms: 5-Bromo-2-(5-bromothiophen-2-yl)pyridine;2-Bromo-5-(5-bromo-2-pyridyl)thiophene;5-Bromo-2-(5-bromo-2-thienyl)pyridine
• CAS NO: 136902-53-9
• Molecular Formula: C₉H₅Br₂NS
• Molecular Weight: 319.0157
• Mol File: 136902-53-9.mol

Chemical Properties

• Melting Point: 104.0 to 108.0 °C
• Appearance: /
• CAS DataBase Reference: 5-Bromo-2-(5-bromothiophen-2-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-2-(5-bromothiophen-2-yl)pyridine(136902-53-9)
• EPA Substance Registry System: 5-Bromo-2-(5-bromothiophen-2-yl)pyridine(136902-53-9)

Safety Data

• Hazardous Substances Data: 136902-53-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Bromo-2-(5-bromothiophen-2-yl)pyridine is utilized as a key building block in organic synthesis for the preparation of complex organic molecules. Its presence of bromine atoms allows for further functionalization and modification, facilitating the synthesis of a wide range of compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Bromo-2-(5-bromothiophen-2-yl)pyridine is employed as an intermediate in the development of new drugs. Its unique structure and properties contribute to the discovery of novel therapeutic agents with potential applications in treating various diseases.
Used in Agrochemical Industry:
5-Bromo-2-(5-bromothiophen-2-yl)pyridine is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby improving crop yields and quality.
Used in Material Science:
In the field of material science, 5-Bromo-2-(5-bromothiophen-2-yl)pyridine is used for the development of advanced materials with specific electronic and optical properties. Its potential applications include organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), where its unique characteristics can contribute to improved device performance.
Used in Anti-Cancer and Anti-Inflammatory Research:
5-Bromo-2-(5-bromothiophen-2-yl)pyridine has been studied for its potential anti-cancer and anti-inflammatory properties. Its unique structure may offer new avenues for the development of therapeutic agents targeting cancer cells and inflammatory processes, providing new treatment options for patients.

Upstream product

• 624-28-2 2,5-dibromopyridine 
• 3141-27-3 2,5-dibromothiophen 
• 223463-13-6 2-iodo-5-bromopyridine 
• 151073-94-8 5-bromo-2-thienylzinc bromide 
• 91891-74-6 5-bromo-2-(thiophen-2-yl)pyridine 

Downstream Products

• 4595-59-9 5-bromopyrimidine 
• 91891-74-6 5-bromo-2-(thiophen-2-yl)pyridine 

Relevant articles and documents

π-Conjugated donor-acceptor copolymers constituted of π-excessive and π-deficient arylene units. Optical and electrochemical properties in relation to CT structure of the polymer

Various π-conjugated copolymers constituted of π-excessive thiophene, selenophene, or furan units (Ar) and π-deficient pyridine or quinoxaline (Ar') units have been prepared in high yields by the following organometallic polycondensation methods: (i) n X-Ar-Ar'-X + n Ni(0)Lm → (Ar-Ar')(n) (X = halogen, Ni(0)-Lm = zerovalent nickel complex), (ii) n X-Ar-X + n Me3Sn-Ar'-SnMe3 → (Ar-Ar')(n) (palladium catalyzed), and (iii) a X-Ar-X + b X-Ar'-X + (a + b)Ni(0)Lm → (Ar)(x)(Ar')(y). Powder X-ray diffraction analysis confirms an alternative structure of a polymer prepared by the method ii. The copolymers have a molecular weight of 5.4 x 103 to 3.3 x 105 and an [η] value of 0.37 to 4.4 dL g-1. π-π* absorption bands of the copolymers generally show red shifts from those of the corresponding homopolymers, (Ar)(n) and (Ar')(n), and the red shifts are accounted for by charge-transferred CT structures of the copolymers. For example, an alternative copolymer of thiophene and 2,3-diphenylquinoxaline gives rise to an absorption band at λ(max) = 603 nm, whereas homopolymers of thiophene and 2,3-diphenylquinoxaline exhibit absorption peaks at about 460 and 440 nm, respectively. The CT copolymers are electrochemically active in both oxidation and reduction regions, showing oxidation (or p-doping) peaks in a range of 0.39 to 1.32 V vs Ag/Ag+ and reduction (or n-doping) peaks in a range of -1.80 to -2.22 V vs Ag/Ag+, respectively. Copolymers of pyridine give unique cyclic voltammograms exhibiting p-undoping peaks at potentials much different (about 2-3 V lower) from the corresponding p-doping potentials, and this large difference between p-doping and p-undoping potentials is explained by an EC mechanism. They are converted into semiconductors by chemical and electrochemical oxidation and reduction. Copolymers of thiophene with pyridine and quinoxaline show the third-order nonlinear optical susceptibility χ((3)) of about 5 x 10-11 esu at the three-photon resonant wavelength, which is 5-7 times larger than those of the corresponding homopolymers and related to the CT structure in the copolymers.

Material for organic electroluminescence device and organic electroluminescence device

The invention provides a material for an organic electroluminescence device and an organic electroluminescence device. Compared with a conventional boron containing compound, an organic electroluminescence device with a better performance can be prepared

BORON-CONTAINING COMPOUND

PROBLEM TO BE SOLVED: To provide a boron-containing compound suitable as an organic electronic device material such as an organic EL element material and an n-type semiconductor. SOLUTION: The present invention provides a boron-containing compound having a specific structure. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Site-selective mono-oxidative addition of active zinc into carbon-bromine bond of dibrominated-thiophenes: Preparation of thienylzinc reagents and their applications

A facile protocol for the preparation of 3-bromo-2-thienylzinc bromide A and 5-bromo-2-thienylzinc bromide B has been developed. It has been successfully accomplished by a site-selective oxidative addition of active zinc into a chemically pseudo-equivalent or equivalent carbon-bromine bond, respectively. The subsequent cross-coupling reactions of the organozincs were also successfully carried out under mild conditions providing the corresponding products in moderate to high yields.

Columnar mesophases from half-discoid platinum cyclometalated metallomesogens

A series of liquid crystals have been synthesized and studied based upon mononuclear ortho-platinated rod-like heteroaromatic and 1,3-diketonate ligands. The liquid crystalline properties of these molecules were investigated using polarized light optical