53255-86-0

Basic information

• Product Name: 2,3,4,5-tetrabromothieno[2,3-b]thiophene
• Synonyms: Thieno(2,3-b)thiophene, 2,3,4,5-tetrabromo-
• CAS NO: 53255-86-0
• Molecular Formula: C₆Br₄S₂
• Molecular Weight: 455.8102
• Mol File: 53255-86-0.mol

Chemical Properties

• Boiling Point: 458.8°C at 760 mmHg
• Flash Point: 231.3°C
• Density: 2.725g/cm³
• Vapor Pressure: 3.64E-08mmHg at 25°C
• Refractive Index: 1.801
• CAS DataBase Reference: 2,3,4,5-tetrabromothieno[2,3-b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-tetrabromothieno[2,3-b]thiophene(53255-86-0)
• EPA Substance Registry System: 2,3,4,5-tetrabromothieno[2,3-b]thiophene(53255-86-0)

Safety Data

• Hazardous Substances Data: 53255-86-0(Hazardous Substances Data)

Usage

Uses

Used in Optoelectronic Devices:
2,3,4,5-tetrabromothieno[2,3-b]thiophene is used as a building block for creating novel organic semiconductors in the optoelectronic industry. Its application is primarily due to its potential in enhancing the performance and stability of devices such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). 2,3,4,5-tetrabromothieno[2,3-b]thiophene's unique properties contribute to the development of advanced materials with improved characteristics for these applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2,3,4,5-tetrabromothieno[2,3-b]thiophene is used as a key intermediate compound. Its presence in the synthesis process allows for the creation of a wide range of complex organic molecules, which can be further utilized in various chemical and pharmaceutical applications. The versatility of 2,3,4,5-tetrabromothieno[2,3-b]thiophene in organic synthesis is attributed to its structural features and reactivity with other chemical entities.

Upstream product

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Relevant articles and documents

MONOMERS, OLIGOMERS AND POLYMERS OF THIENO[2,3-b]THIOPHENE

The invention relates to novel mono-, oligo and polymers of thieno[2,3-b]thiophene of structure (I), to their use as semiconductors or charge transport materials, in optical, electro-optical or electronic devices like LCDs, optical films, FETs or OFETs for TFT-LCDs and IC devices such as RFID tags, electroluminescent devices in flat panel displays or photovoltaic or sensor devices, and further relates to a FET, light emitting device or ID tag comprising the novel polymers.

Syntheses, Structures, and Properties of 2,3,6,7-Tetrathiabenzodipentalene and Its Methyl, Ethyl, Methylthio, and Ethylthio Derivatives: Novel Fused Polynuclear Heteroarenes

The title heteroarene (TBD) isoelectronic with perylene was synthesized by way of a dimerization of thienothiophene.In addition, 1,4,5,8-tetramethyl, tetraethyl, tetrakis (methylthio), and tetrakis (ethylthio) derivatives were readily obtained from TBD.An X-ray crystallographic analysis of TBD demonstrated that the molecular structure is quite planar and symmetrical, but strained in the bond angles.The crystal structure comprises herringbone-type column stacking with intercolumnar heteroatomic interactions.TBD showed the same oxidation potential as did perylene , and like perylene, formed an iodine complex with a relatively high electrical conductivity of 0.11 S cm-1.On the other hand, all of the TBD derivatives gave poorly conductive iodine complexes.In addition, TBD and the derivatives formed charge-transfer complexes with strong electron acceptors, such as 7,7,8,8-tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (TCNQF4), 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), and 1,1,2,3,4,4-hexacyano-1,3-butadiene (HCBD).These ?-complexes, however, were mostly of low conductivity.The electrolyses of TBP gave powdery conductive polymers, whereas those of tetrakis (methylthio) TBD gave crystalline radical cation salts with conductivities of the order of 10-3 S cm-1.