89280-91-1

Basic information

• Product Name: Methyl 2,5-dibromothiophene-3-carboxylate
• Synonyms: Methyl 2,5-dibromothiophene-3-carboxylate
• CAS NO: 89280-91-1
• Molecular Formula: C6H4Br2O2S
• Molecular Weight: 299.96776
• Mol File: 89280-91-1.mol

Chemical Properties

• Melting Point: 60-61 °C(Solv: methanol (67-56-1))
• Boiling Point: 284.0±35.0 °C(Predicted)
• Appearance: /
• Density: 2.010±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: Methyl 2,5-dibromothiophene-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,5-dibromothiophene-3-carboxylate(89280-91-1)
• EPA Substance Registry System: Methyl 2,5-dibromothiophene-3-carboxylate(89280-91-1)

Safety Data

• Hazardous Substances Data: 89280-91-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 2,5-dibromothiophene-3-carboxylate is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a building block for the development of new drugs, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 2,5-dibromothiophene-3-carboxylate serves as an essential intermediate for the production of agrochemicals. It plays a crucial role in the development of pesticides and other agricultural chemicals that help protect crops and enhance agricultural productivity.
Used in Organic Compounds and Materials Production:
Methyl 2,5-dibromothiophene-3-carboxylate is also utilized in the synthesis of a wide range of organic compounds and materials. Its versatility in chemical reactions makes it a valuable component in the creation of various specialty chemicals and materials for different industries.
Safety Precautions:
It is important to handle Methyl 2,5-dibromothiophene-3-carboxylate with care due to its potential harmful effects if ingested or inhaled. Proper safety measures should be taken during its production, use, and disposal to minimize any risks to human health and the environment.

Upstream product

• 67-56-1 methanol 
• 7311-70-8 2,5-dibromothiophene-3-carboxylic acid 
• 1199-42-4 (E)-3-(2,5-dibromothiophen-3-yl) acrylic acid 
• 79-37-8 oxalyl dichloride 
• 537-46-2 Methamphetamin 

Downstream Products

• 76360-43-5 methyl 2-bromothiophene-3-carboxylate 
• 88770-19-8 5-bromothiophene-3-carboxylic acid methyl ester 

Relevant articles and documents

Polymer solar cells fabricated with 4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4, 5-b′]dithiophene and alkyl-substituted thiophene-3-carboxylate-containing conjugated polymers: Effect of alkyl side-chain in thiophene-3-carboxylate monomer on the device performance

Four alkyl-substituted thiophene-3-carboxylate containing donor-acceptor (D-A) copolymers were designed, synthesized, and characterized. Thiophene-3-carboxylate was used as a weak electron acceptor unit in the copolymers to provide a deeper highest occupied molecular orbital (HOMO) level for obtaining a higher open-circuit voltage in polymer solar cells (PSCs). The resulting bulk heterojunction PSCs, made of the copolymers and [6,6]-phenyl-C71-butyric acid methyl ester (PC71BM), exhibited different short circuit currents (JSCs) and open-circuit voltages (VOCs), depending on the length of alkyl side-chain in the thiophene-3-carboxylate unit. Among all fabricated photovoltaic (PV) devices, PC2:PC71BM (1:1 wt. ratio) showed the highest efficiency with the highest JSC of 10.5 mA/cm2. Although PC5:PC71BM (1:1) displayed the highest VOC of 0.93 V, the device efficiency was observed to be poor, which is due to poor nanophase segregation. This comparison shows that the side-chain of thiophene carboxylate in these copolymers plays a very important role in the device efficiency.

Organic surface modification using stable conducting materials

Efficient immobilization methods of amino acids and organic molecules on conducting surfaces were achieved using stable conducting materials such as OBT-functionalized polyterthiophene that allows readily the incorporation of specific motifs on conducting

POLYMER SEMICONDUCTORS CONTAINING ACRYLYL OR ACRYLYL-LIKE SIDE CHAIN AND THEIR DEVICES

The present disclosure provides for the development and applications of monomeric, oligomeric and/or polymeric semiconductor materials comprising a five-membered heteroaromatic unit (e.g., thiophene; furan; selenophene; etc.) that includes an acrylyl or an acrylyl-like (—C═C—CO—) side chain. The semiconductor materials can be used as organic semiconductors for use in electronic, optical, or optoelectronic devices such as organic thin film transistors and organic photovoltaics. The disclosed semiconductor materials (e.g., semiconducting polymer compounds) can be used as high performance semiconductors (e.g., for organic solar cells or organic photovoltaics (OPVs)), and the disclosed semiconductor materials can be used for other devices (e.g., organic thin film transistors (OTFTs) and sensors, etc.).