3140-93-0

Basic information

• Product Name: 2,3-Dibromothiophene
• Synonyms: 2,3-DibroMothiophene 98%, 3-DibroMothiophene 98%;BUTTPARK 146\50-38;2,3-DIBROMOTHIOPHENE;AKOS 91257;2,3-Dibromothiophene, 98+%;2,3-Dibromothiophene,97%;Thiophene, 2,3-dibromo-;2,3-Dibromothiophene 98%
• CAS NO: 3140-93-0
• Molecular Formula: C₄H₂Br₂S
• Molecular Weight: 241.93
• EINECS: 221-542-6
• Product Categories: Heterocycle-oher series;Thiophenes;Thiophene&Benzothiophene;Miscellaneous;Thiophens;Halogenated Heterocycles;Heterocyclic Building Blocks;ThiophenesBuilding Blocks;Thiophene Series;Heterocycles;Sulfur & Selenium Compounds;Building Blocks;C4 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 3140-93-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: -17.5°C
• Boiling Point: 218-219 °C(lit.)
• Flash Point: 125 °F
• Appearance: /liquid
• Density: 2.137 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: n20/D 1.632(lit.)
• Storage Temp.: Flammables area
• Sensitive: Light Sensitive
• BRN: 107512
• CAS DataBase Reference: 2,3-Dibromothiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dibromothiophene(3140-93-0)
• EPA Substance Registry System: 2,3-Dibromothiophene(3140-93-0)

Safety Data

• Hazard Codes: Xn,F,Xi,T
• Statements: 10-36/37/38-20/21/22-36-25
• Safety Statements: 23-24/25-36/37/39-26-16-36-45
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 8
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 3140-93-0(Hazardous Substances Data)

Usage

Description

2,3-Dibromothiophene, with the CAS number 3140-93-0, is a chemical compound that is characterized by its clear yellowish to brownish liquid appearance. It is a derivative of thiophene, a heterocyclic compound with a sulfur atom in the ring structure, and features two bromine atoms attached to the second and third carbon positions. This unique structure endows 2,3-Dibromothiophene with specific chemical properties that make it valuable in various applications.

Uses

Used in Organic Synthesis:
2,3-Dibromothiophene is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a versatile building block for the creation of new molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-Dibromothiophene is used as a starting material for the development of novel therapeutic agents. Its chemical properties enable the synthesis of new drug candidates with potential applications in treating various diseases and medical conditions.
Used in Chemical Research:
2,3-Dibromothiophene is also utilized in chemical research as a model compound for studying the reactivity and properties of thiophene derivatives. This helps researchers gain a deeper understanding of the structure-activity relationships in thiophene chemistry, which can lead to the discovery of new compounds with improved properties and applications.
Used in Material Science:
In the field of material science, 2,3-Dibromothiophene can be used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can result in products with enhanced performance characteristics, such as improved stability, conductivity, or optical properties.

InChI:InChI=1/C4H2Br2S/c5-3-1-2-7-4(3)6/h1-2H

Upstream product

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• 7726-95-6 bromine 
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Downstream Products

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• 162607-26-3 (3-bromothiophen-2-yl)boronic acid 
• 7311-64-0 3-bromothiophene-2-carboxylic acid 
• 51751-44-1 3,3'dibromo-2,2'-bithiophene 
• 81606-31-7 4,5-dibromo-thiophene-2-sulfonyl chloride 
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• 14806-34-9 3-bromo-2-t-butoxythiophene 
• 188290-36-0 thiophene 
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• 17573-92-1 3-methoxy-thiophene 
• 114143-27-0 2,3-dimethoxythiophene 
• 38071-56-6 3-bromo-2-cyclohex-1-enyl-thiophene 

Relevant articles and documents

Synthesis, optical and electrochemical properties new donor-acceptor (D-A) copolymers based on benzo [1,2-b:3,4-b′:6,5-b″] trithiophene donor and different acceptor units: Application as donor for photovoltaic devices

Two new conjugated D-A polymers P3 (PBTT-d-BTT) and P4 (PBTT-d-TPD) based on same benzo[1,2-b:3,4-b′:6,5-b″] trithiophene (BTT) donor and different acceptors monomers 5,8-dibromo-2-dodecanoylbenzo[1,2-b:3,4-b′:6,5-b″] trithiophene (d-BTT), and 1,3-dibromo-5-(2-ethylhexyl)thieno[3,4]pyrrol-4,6-dione (d-TPD) respectively, were synthesized by Stille cross-coupling reaction and characterized by gel permeation chromatography (GPC), 1H NMR, UV-Vis absorption, thermal analysis and electrochemical cyclic voltammetry (CV) tests. Photovoltaic properties of the polymers were studied by using the polymers as donor and PC71BM as acceptor with a weight ratio of polymer:PC71BM 1:1, 1:2 and 1:2.5. The optimized photovoltaic device was fabricated with an active layer of a blend P3:PC71BM and P4:PC71BM with a blend ratio of 1:2 showed PCE 3.16% and 2.42%, respectively under illumination of AM 1.5 at 100 mW/cm2 with solar simulator. The PCE of the device based on P3:PC71BM processed with DIO/o-DCB has been further improved up to 4.64% with Jsc of 10.52 mA/cm2 and FF of 0.58 attributed to the increase in crystalline nature of active layer and more balanced charge transport in the device, induced by DIO additive.

BIARYL HYDROXYTHIOPHENE GROUP IV TRANSITION METAL POLYMERIZATION CATALYSTS WITH CHAIN TRANSFER CAPABILITY

Catalyst systems that include a chain transfer agent and a metal-ligand complex according to formula (I).

Synthesis, optical and electrochemical properties new donor-acceptor (D-A) copolymers based on benzo[1,2-b:3,4-b′:6,5-b″] trithiophene donor and different acceptor units: Application as donor for photovoltaic devices

Two new conjugated D-A polymers P3 (PBTT-d-BTT) and P4 (PBTT-d-TPD) based on same benzo[1,2-b:3,4-b′:6,5-b″] trithiophene (BTT) donor and different acceptors monomers 5,8-dibromo-2-dodecanoylbenzo[1,2-b:3,4-b′:6,5-b″] trithiophene (d-BTT), and 1,3-dibromo-5-(2-ethylhexyl)thieno[3,4]pyrrol-4,6-dione (d-TPD) respectively, were synthesized by Stille cross-coupling reaction and characterized by gel permeation chromatography (GPC), 1H NMR, UV-Vis absorption, thermal analysis and electrochemical cyclic voltammetry (CV) tests. Photovoltaic properties of the polymers were studied by using the polymers as donor and PC71BM as acceptor with a weight ratio of polymer:PC71BM 1:1, 1:2 and 1:2.5. The optimized photovoltaic device was fabricated with an active layer of a blend P3:PC71BM and P4:PC71BM with a blend ratio of 1:2 showed PCE 3.16% and 2.42%, respectively under illumination of AM 1.5 at 100 mW/cm2 with solar simulator. The PCE of the device based on P3:PC71BM processed with DIO/o-DCB has been further improved up to 4.64% with Jsc of 10.52 mA/cm2 and FF of 0.58 attributed to the increase in crystalline nature of active layer and more balanced charge transport in the device, induced by DIO additive.