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4805-22-5

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4805-22-5 Usage

Description

5,5'-Dibromo-2,2'-bithiophene is an organic compound that consists of a bithiophene molecule with two bromine atoms attached to the 5,5' positions. It appears as white to light yellow shiny flakes and is known for its chemical stability and unique electronic properties.

Uses

Used in Pharmaceutical Industry:
5,5'-Dibromo-2,2'-bithiophene is used as an active pharmaceutical ingredient due to its potential applications in the development of new drugs. Its unique chemical structure allows it to be a valuable building block for creating novel therapeutic agents.
Used in OLED Industry:
In the field of organic light-emitting diode (OLED) technology, 5,5'-Dibromo-2,2'-bithiophene serves as an intermediate material. Its electronic properties make it suitable for use in the design and synthesis of advanced OLED materials, which are crucial for improving the performance and efficiency of OLED devices.
Used in Polymer Synthesis:
5,5'-Dibromo-2,2'-bithiophene is also utilized as a termination reagent in polymerization processes. Its chemical properties enable it to effectively control the molecular weight and dispersity of the resulting polymers, which is essential for achieving desired material properties and applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 4805-22-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,0 and 5 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4805-22:
(6*4)+(5*8)+(4*0)+(3*5)+(2*2)+(1*2)=85
85 % 10 = 5
So 4805-22-5 is a valid CAS Registry Number.

4805-22-5 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (D2755)  5,5'-Dibromo-2,2'-bithiophene  >98.0%(GC)

  • 4805-22-5

  • 1g

  • 490.00CNY

  • Detail
  • TCI America

  • (D2755)  5,5'-Dibromo-2,2'-bithiophene  >98.0%(GC)

  • 4805-22-5

  • 5g

  • 1,490.00CNY

  • Detail
  • Alfa Aesar

  • (H56337)  5,5'-Dibromo-2,2'-bithiophene, 99%   

  • 4805-22-5

  • 5g

  • 1529.0CNY

  • Detail
  • Alfa Aesar

  • (H56337)  5,5'-Dibromo-2,2'-bithiophene, 99%   

  • 4805-22-5

  • 25g

  • 5351.0CNY

  • Detail
  • Aldrich

  • (515493)  5,5′-Dibromo-2,2′-bithiophene  99%

  • 4805-22-5

  • 515493-1G

  • 809.64CNY

  • Detail
  • Aldrich

  • (515493)  5,5′-Dibromo-2,2′-bithiophene  99%

  • 4805-22-5

  • 515493-5G

  • 2,767.05CNY

  • Detail

4805-22-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,5'-Dibromo-2,2'-bithiophene

1.2 Other means of identification

Product number -
Other names 2-bromo-5-(5-bromothiophen-2-yl)thiophene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4805-22-5 SDS

4805-22-5Relevant articles and documents

Emission enhancement of a carbazole-based fluorophore on a quantum dot surface

Kumar De, Puran,Neckers, Douglas C.

, p. 363 - 368 (2013)

A novel carbazole-based fluorophore 5-(carbazol-9-yl)-5′-mercapto-2, 2′-bithiophene (CBTSH) was synthesized. CBTSH exhibited emission enhancement when attached to the surface of CdSe quantum dots (QDs). The emission quantum yield of CBTSH attached to CdSe is almost 5 times larger than that of CBTSH alone. The emission enhancement of CBTSH on the CdSe surface is due to the restriction on the rotational and vibrational motions of the carbazolylbithienyl unit as a result of QD aggregation.

Synthesis and Characterization of α,α'-Bis(aminomethyl)oligothiophenes and Their Related Compounds

Muguruma, Hitoshi,Saito, Takashi,Sasaki, Satoshi,Hotta, Shu,Karube, Isao

, p. 173 - 178 (1996)

We have synthesized and characterized a series of novel compounds of α,α'-bis(aminomethyl)oligothiophenes and their related compounds whose degree of polymerization spans two (dimer) to five (pentamer). The compounds presented in our studies are α,α'-bis[(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopenthyl)methyl] oligothiophene, α,α'-bis(aminomethyl)oligothiophene dihydrochloride and α,α'- bis(aminomethyl)oligothiophene. These compounds exhibit desired chemical activity while maintaining controllable electronic properties. The synthetic processes of the oligothiophenes are as follows: 2-aminomethylthiophene is first 'protected' and the thiophene rings are coupled using standard Grignard methods. The protected groups are removed at the final stage of the reaction. The compounds show unique properties; for example α,α'-bis(aminomethyl)oligothiophene dihydrochloride is soluble in water. The results of electronic spectra and duration are also presented.

Improved synthesis of a quaterthiophene-triazine-diamine derivative, a promising molecule to study pathogenic prion proteins

Rodrigues, Alysson Duarte,Imberdis, Thibaut,Perrier, Véronique,Robitzer, Mike

, p. 368 - 373 (2015)

The 6,6′-([2,2′:5′,2″:5″,2-quaterthiophene]-5,5-diyl)bis(1,3,5-triazine-2,4-diamine) (MR100), has been previously investigated in our research group through its biological activities toward pathogenic prion proteins (PrPSc). This compound presents a high affinity to protein strains and interacts selectively with at least one β-sheet rich isoform of prion protein. Herein we present the improved total synthesis of MR100, through a palladium-catalyzed direct double arylation using the concerted metalation deprotonation mechanism (CMD).

Synthesis and structure of tetrathiophene with a chiral 1,1′-binaphthyl kink

Rajca,Wang,Pawitranon,Brett,Stezowski

, p. 1060 - 1061 (2001)

A chiral oligothiophene, possessing in-chain chirality, was prepared and its racemate was characterized by single crystal X-ray crystallography; the in-chain chiral 1,1′-binaphthyl moiety interrupts the π-conjugation and affects the solid state properties

Aryl halide and synthesis method and application thereof

-

Paragraph 0118-0120, (2020/06/02)

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.

Sterically controlled C-H/C-H homocoupling of arenes: Via C-H borylation

Pei, Xiaocong,Zhou, Guan,Li, Xuejing,Xu, Yuchen,Panicker, Resmi C.,Srinivasan, Rajavel

supporting information, p. 5703 - 5707 (2019/06/19)

A mild one-pot protocol for the synthesis of symmetrical biaryls by sequential Ir-catalyzed C-H borylation and Cu-catalyzed homocoupling of arenes is described. The regiochemistry of the biaryl formed is sterically controlled as dictated by the C-H borylation step. The methodology is also successfully extended to heteroarenes. Some of the products obtained by this approach are impossible to obtain via the Ullmann or the Suzuki coupling protocols. Finally, we have shown a one-pot sequence describing C-H borylation/Cu-catalyzed homocoupling/Pd-catalyzed Suzuki coupling to obtain π-extended arene frameworks.

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