7311-70-8

Basic information

• Product Name: 2,5-dibromothiophene-3-carboxylic acid,Canonical
• Synonyms: 2,5-dibromothiophene-3-carboxylic acid,Canonical;3-Carboxy-2,5-dibromothiophene;2,5-DibroMo-3-thiophenecarboxylic acid;NSC 109395;EOS-60820
• CAS NO: 7311-70-8
• Molecular Formula: C₅H₂Br₂O₂S
• Molecular Weight: 285.94118
• Mol File: 7311-70-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 177.0 to 181.0 °C
• Boiling Point: 345.7 °C at 760 mmHg
• Flash Point: 162.9 °C
• Appearance: /
• Density: 2.309 g/cm³
• Vapor Pressure: 2.29E-05mmHg at 25°C
• Refractive Index: 1.682
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: slightly sol. in Methanol
• PKA: 3.36±0.30(Predicted)
• CAS DataBase Reference: 2,5-dibromothiophene-3-carboxylic acid,Canonical(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dibromothiophene-3-carboxylic acid,Canonical(7311-70-8)
• EPA Substance Registry System: 2,5-dibromothiophene-3-carboxylic acid,Canonical(7311-70-8)

Safety Data

• Hazardous Substances Data: 7311-70-8(Hazardous Substances Data)

Usage

General Description

2,5-Dibromothiophene-3-carboxylic acid, also known under the Canonical name in the chemical industry, is a specialized organic compound. It comes under the category of organobromides and organosulfur compounds and is characterized by its structure, which includes a thiophene ring - a five-membered ring with four carbon atoms and one sulfur atom. The thiophene ring in this compound is further substituted by two bromine atoms and a carboxylic acid group. The carboxylic acid group creates polarity, increasing the compound's solubility in water while the bromine atoms provide reactive sites. It’s mainly used in chemical synthesis as a building block or an intermediate.

InChI:InChI=1/C5H2Br2O2S/c6-3-1-2(5(8)9)4(7)10-3/h1H,(H,8,9)

Upstream product

• 88-13-1 3-Thiophene carboxylic acid 
• 498-62-4 3-thiophene carboxaldehyde 
• 1193-69-7 2,5-dibromo thiophene-3-carboxaldehyde 

Downstream Products

• 100523-84-0 2-bromothiophene-4-carboxylic acid 
• 18792-01-3 2,5-dibromothiophene-3-carbonitrile 
• 1620518-31-1 N-2,5-tris(3-hydroxyphenyl)-N-methylthiophene-3-carboxamide 
• 1620518-30-0 N-2,5-tris(3-methoxyphenyl)-N-methylthiophene-3-carboxamide 
• 1620518-29-7 2,5-dibromo-N-(3-methoxyphenyl)-N-methylthiophene-3-carboxamide 
• 89280-91-1 2,5-dibromothiophene-3-carboxylic acid methyl ester 
• 336110-81-7 10-(4-(4'-(4''-[(S)-2-fluorooctyloxy]phenylcarbonyloxy))biphenoxy)decyl 2,5-dibromothiophene-3-carboxylate 

Relevant articles and documents

Fluorescent micellar nanoparticles by self-assembly of amphiphilic, nonionic and water self-dispersible polythiophenes with "hairy rod" architecture

Polymers with "hairy-rod" architecture having oligo/polythiophene (PTh) as main chain and poly (ethylene glycol) (PEG) (Mn = 2000) as flexible side chains were obtained by combining the "macromonomer technique" with specific methods for the syn

Synthesis and characterization of alanine functionalized oligo/polythiophenes

The synthesis and characterization of a series of monothiophenes and terthiophenes bearing amino acids are reported. The reaction of a thiophene, substituted in position 3 by either a carboxylic acid or an acetic acid moiety, with an alanine methyl ester in the presence of hydroxybenzotriazole (HOBt) and N,N′-dicyclohexylcarbodiimide (DCC) affords several mono/terthiophene- alanine methyl esters. The latter were deprotected to form the corresponding carboxylic acids. Terthiophenes have been prepared in good yields via a Stille cross coupling reaction, using a dibromothiophene-alanine methyl ester and tri-butyl stannyl thiophene. The newly prepared monomers are very stable in air and in the presence of organic solvents. The optical and electrochemical properties of the monomers and their corresponding polymers were also examined using cyclic voltammetry and indium tin oxide (ITO) electrodes.

Visible-light-induced bactericidal properties of a novel thiophene-based linear conjugated polymer/TiO2 heterojunction

The low utilization of visible light and the fast recombination of photogenerated electron-hole pairs are the two intrinsic defects that have hindered the antibacterial applications of TiO2. The addition of organic photocatalytic agents to form heterojunc

Polyoxometalate built-in conjugated microporous polymers for visible-light heterogeneous photocatalysis

Herein, we report two novel Anderson-type polyoxometalate (POM) built-in conjugated microporous polymers (CMPs), Bn-Anderson-CMP and Th-Anderson-CMP prepared through Sonogashira-Hagihara cross-coupling of tetrabromo-bifunctionalized Anderson-type POMs and 1,3,5-triethynylbenzene. These two Anderson-CMPs exhibit outstanding heterogeneous photocatalytic activities towards degrading organic dyes in water. Control photocatalysis experiments with different radical scavengers demonstrate that hydrogen peroxide and singlet oxygen are the primary active catalytic species. Moreover, these two CMPs can be easily recycled at least five times without a noticeable decrease in photocatalytic performances.