124638-53-5

Basic information

• Product Name: TETRABROMO-THIENO[3,2-B]THIOPHENE
• Synonyms: TETRABROMO-THIENO[3,2-B]THIOPHENE;2,3,5,6-TetrabroMothieno[3,2-b]thiophene;Perbromothieno[3,2-b]thiophene;Thieno[3,2-b]thiophene,2,3,5,6-tetrabromo-.;2,3,5,6-Tetrabromothieno[3,2-b]thiophene
• CAS NO: 124638-53-5
• Molecular Formula: C₆Br₄S₂
• Molecular Weight: 455.81
• Mol File: 124638-53-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 232.0 to 236.0 °C
• Boiling Point: 443.2°C at 760 mmHg
• Flash Point: 221.8°C
• Appearance: /
• Density: 2.725g/cm³
• Vapor Pressure: 1.23E-07mmHg at 25°C
• Refractive Index: 1.801
• CAS DataBase Reference: TETRABROMO-THIENO[3,2-B]THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRABROMO-THIENO[3,2-B]THIOPHENE(124638-53-5)
• EPA Substance Registry System: TETRABROMO-THIENO[3,2-B]THIOPHENE(124638-53-5)

Safety Data

• Hazardous Substances Data: 124638-53-5(Hazardous Substances Data)

Usage

Description

TETRABROMO-THIENO[3,2-B]THIOPHENE is a chemical compound that features a thieno[3,2-b]thiophene backbone, a heterocyclic structure, with four bromine atoms substituted onto it. The presence of these bromine atoms endows the compound with a heavy and highly polar character. This unique molecular structure allows TETRABROMO-THIENO[3,2-B]THIOPHENE to engage in a variety of chemical reactions, primarily driven by the reactivity of the bromine atoms and the thiophene rings. Although its properties and safety profiles are not extensively documented due to its specialized nature and limited use, it holds potential in the realms of organic synthesis and materials science, particularly for research purposes in laboratories.

Uses

Used in Organic Synthesis:
TETRABROMO-THIENO[3,2-B]THIOPHENE is used as a key intermediate in the synthesis of various organic compounds. Its reactivity, stemming from the bromine atoms and the thiophene rings, makes it a valuable building block for creating complex molecules with potential applications in pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Materials Science:
In the field of materials science, TETRABROMO-THIENO[3,2-B]THIOPHENE is employed as a component in the development of novel materials with specific properties. The heavy and polar nature of the compound can contribute to the creation of materials with tailored characteristics, such as improved thermal stability, enhanced electrical conductivity, or specific optical properties, depending on the intended application.
Used in Research Applications:
TETRABROMO-THIENO[3,2-B]THIOPHENE is utilized as a research chemical in academic and industrial laboratories. Its unique structure and reactivity make it an interesting subject for studies aimed at understanding the fundamental aspects of chemical reactions, exploring new synthetic routes, or investigating the potential of the compound in various applications, such as catalysis or the development of new materials with specific functionalities.

InChI:InChI=1/C6Br4S2/c7-1-3-4(12-5(1)9)2(8)6(10)11-3

Upstream product

• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 201004-08-2 ethyl thieno[3,2,-b]thiophene-2-carboxylate 
• 25121-88-4 2,3,5-tribromothieno[3,2-b]thiophene 
• 1723-27-9 thieno[3,2-b]thiophene-2-carboxylic acid 
• 251-41-2 thieno[3,2-b]thiophene 

Downstream Products

• 1356621-59-4 C₂₂H₂F₁₀S₄ 
• 1219808-50-0 C₂₂H₁₂S₄ 

Relevant articles and documents

Novel Electron Acceptors Bearing a Heteroquinonoid System. II. Synthesis and Conductive Complexes of 2,5-Bis(dicyanomethylene)-2,5-dihydrothienothiophene, 2,6-Bis(dicyanomethylene)-2,6-dihydrothienothiophene, and Their Derivatives

Novel heteroquinoid compounds as potential electron acceptors, 2,5-bis(dicyanomethylene)-2,5-dihydrothienothiophene (4a), 3,6-dibromo derivative, 2,6-bis(dicyanomethylene)-2,6-dihydrothienothiophene, 3,5-dibromo derivative, and 4,4-dioxide were synthesized by the action of tetracyanoethylene oxide or by a Pd(0)-catalyzed substitution reaction with sodium dicyanomethanide on the corresponding α,α'-dihalo-substituted fused thiophenes.They show effectively diminished on-site Coulomb repulsion owing to the extensive conjugation, and most of their molecular complexes with various electron donors exhibit very high electrical conductivies up to metallic region.In addition, X-ray crystallographic analysis of the complex of 4a with bis(ethylenedithio)tetrathiafulvalene has elucidated that sulfur atoms embedded in 4a molecule are capable of inducing a significant intermolecular interaction, forming a sheet-like network structure.

Tetrasubstituted Thieno[3,2- b]thiophenes as Hole-Transporting Materials for Perovskite Solar Cells

Three hole-transporting materials (HTMs) were prepared following a straightforward synthetic route by cross-linking arylamine-based ligands with a simple thieno[3,2-b]thiophene (TbT) core. The novel HTMs were fully characterized with standard techniques t

Thiophene or furan derivative and organic light emitting device using the derivative

The invention discloses a thiophene or furan derivative and an organic light emitting device using the derivative, and belongs to the technical field of organic optoelectronic materials. Thiophene and [3, 2-b] thiophene, furan and [3, 2-b] furan, or thiophene and [3, 2-b] thiophene 1, 1, 4, 4-tetroxide is adopted as a main structure in the derivative, the molecular weight of materials, pi conjugacy and eletrophilicity, charge transfer capacity, photochromism and the like can be adjusted by changing the linking method of a donor, meanwhile the problem that current carriers of a unipolar luminescent material are not balanced can be effectively solved, and thus the thiophene or furan derivative has high luminescence property, electronic transmission performance, membrane stability, thermostability and triplet state energy. The organic light emitting device prepared from the thiophene or furan derivative has the advantages of being excellent in electron chemistry performance and thermostability, long in service life and the like, and has a high luminescence efficiency even on the condition of a low starting voltage.

Stereoscopic structure organic semiconductor material and monomer preparation method

The invention discloses a stereoscopic structure organic semiconductor material and a monomer preparation method. The structural formula of monomer of the stereoscopic structure organic semiconductor material is shown in the instruction. The preparation method is simple, a butterfly monomeric compound is obtained and has four different polymerization sites, so that the compound polymerized at different sites can be obtained under different polymerization conditions, and different types of stereoscopic polymer organic semiconductor materials are obtained. Thiophene or EDOT (ethylenedioxy thiophene) derivatives are added to a mother nucleus, HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) energy levels of the material are further adjusted, the excellent organic semiconductor material is obtained, the preparation process is simple and convenient, product cost is greatly reduced, and a foundation is provided for application.