31555-60-9

Basic information

• Product Name: 5-bromothiophene-2-carbonyl chloride
• Synonyms: 5-bromothiophene-2-carbonyl chloride;2-thiophenecarbonyl chloride, 5-bromo-;5-bromo-2-thiophenecarbonyl chloride
• CAS NO: 31555-60-9
• Molecular Formula: C₅H₂BrClOS
• Molecular Weight: 225.49078
• Mol File: 31555-60-9.mol
• Article Data: 51

Chemical Properties

• Melting Point: 36-38℃
• Boiling Point: 126℃/14Torr
• Appearance: /
• Density: 1.855±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5-bromothiophene-2-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromothiophene-2-carbonyl chloride(31555-60-9)
• EPA Substance Registry System: 5-bromothiophene-2-carbonyl chloride(31555-60-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 31555-60-9(Hazardous Substances Data)

Usage

General Description

5-bromothiophene-2-carbonyl chloride, also known as 5-bromo-2-oxo-1,3-thiazole-4-carbonyl chloride, is a chemical compound with the molecular formula C6H3BrClO2S. It is a derivative of thiophene and is commonly used as a building block for the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. 5-bromothiophene-2-carbonyl chloride is a reactive acyl chloride, which means it can easily react with nucleophiles and serve as a key intermediate in various chemical reactions. It is a valuable tool for organic chemists in the production of complex molecules and is widely used in research and industrial applications. However, it should be handled with caution as it is a corrosive and toxic substance.

Upstream product

• 527-72-0 2-thiophenylcarboxylic acid 
• 5370-25-2 2-Acetyl-5-bromothiophene 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 5751-83-7 ethyl 5-bromothiophene-2-carboxylate 
• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 

Downstream Products

• 5751-83-7 ethyl 5-bromothiophene-2-carboxylate 
• 859489-42-2 N,N'-bis-(5-bromo-thiophene-2-carbonyl)-o-phenylenediamine 
• 76371-66-9 5-bromo-2-thiophene carboxamide 
• 98027-27-1 5-bromo-thiophene-2-carboxylic acid hydrazide 
• 1208316-59-9 3-(1-(4-carbamoyl-2-methylphenyl)-5-(5-(2-methyl-1H-imidazol-1-yl)thiophen-2-yl)-1H-pyrrol-2-yl)propanoic acid 
• 862698-87-1 5-bromo-N-(2-phenylethyl)-2-thiophenecarboxamide 
• 911433-60-8 5-bromo-N-[2-fluoro-5-(trifluoromethyl)phenyl]thiophene-2-carboxamide 
• 890082-24-3 2-bromo-thiophene-5-carboxylic acid (1S,2S)-2-(benzyloxycyclopent-1-yl)amide 
• 867006-38-0 5-bromothiophene-2-carboxylic acid 3,5-difluorobenzylamide 
• 299432-04-5 N-hydroxy-2(S)-benzyl-5-hydroxy-4(S)-[N-methyl-N-[(5-bromo-2-thienyl)carbonyl]amino]pentanamide 

Relevant articles and documents

Quater-, quinque-, and sexithiophene organogelators: Unique thermochromism and heating-free sol-gel phase transition

A series of quater-, quinque-, and sexithiophene derivatives bearing two cholesteryl groups at the α-position, which are abbreviated as 4T-(chol)2, 5T-(chol)2, and 6T-(chol)2, respectively, have been synthesized. It has been found that these oligothiophene derivatives act as excellent organogelators for various organic fluids and show the unique thermochromic behaviors through the sol-gel phase transition. It was shown on the basis of extensive investigations, performed with UV-visible spectroscopy, circular dichroism (CD), transmission electron" microscopy (TEM), scanning electron microscopy (SEM), and atomic force microscopy (AFM), that these gelators self-assemble into the one-dimensional structures in the organogels, in which the π-block moieties of the oligothiophenes are stacked in an H-aggregation mode. Surprisingly, an AFM image shows that 4T-(chol) 2 forms unimolecular fibers in a left-handed helical sense, whereby one pitch of the helical fiber is constructed by 400-540 4T-(chol)2, molecules. Very interestingly, the conformational change in the oligothiophene moieties can be visually detected: for example, 6T-(chol)2 shows a specific absorption maximum in the gel (λmax = 389 nm) and in the solution (λmax = 439 nm). In addition, a sol-gel phase transition of the 6T-(chol)2 gel was implemented by addition of oxidizing and reducing reagents such as FeCl3 and ascorbic acid, respectively. The stimuli-responsive functionality of the oligothiophene-based organogels makes them promising candidates for switchable opto- and electronic soft materials.

D–π–A–π–D type solvatochromic fluorescence probes based on triphenylamine: Synthesis, photophysical properties and application

Two D–π–A–π–D type solvatochromic fluorescence probes (JT1 and JT2) based on triphenylamine have been synthesized. The photophysical and electrochemical properties of these probes as well as their solvatochromic behavior were studied. The Stokes shifts of JT1 and JT2 reach 175 nm (6417.0 cm?1) and 218.6 nm (9916.7 cm?1) in the acetonitrile solution, respectively. There is an excellent linear correlation between the Stokes shifts and the ET (30) solvent polarity values in different solvents. The high responsiveness of JT1 and JT2 to solvent polarity makes them promising candidates for solvatochromic fluorescence probes, especially for the detection of the polarity of non-proton solvents or the content of water in tetrahydrofuran.

Host-guest co-assembly triggered turn-on and ratiometric sensing of berberine and its detoxicating

Fluorescent sensing for specific detection of berberine is an important issue in view of its potential jeopardization to food safety and human health, but remains less investigated. To the best of our knowledge, there is no fluorescence turn-on and ratiometric sensors available for specific detection of berberine. In this study, calix[4]carbazole (3) has been synthesized and its property of recognizing berberine has been evaluated by UV–vis, fluorescence, NMR, DLS and TEM techniques. The results show that 3 selectively recognizes berberine among the tested drugs and detects it with turn-on and ratiometric fluorescence due to their co-assembly nature. Moreover, 3 is not only low toxic and can reduce toxicity of berberine to human normal liver L02 cell, but also can release berberine to tumor HepG2 cells at acid micro-environment. It therefore holds a great potential for further exploration

PIPERIDIN-1- YL-N-PYRYDI NE-3-YL-2-OXOACET AM IDE DERIVATIVES USEFUL FOR THE TREATMENT OF MTAP-DEFICIENT AND/OR MT A-ACCUMULATING CANCERS

Compounds are provided according to Formula (I) and pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof; wherein R1, R2, R3, R4, R6, R7, R8 and n are as defined herein. Compounds of the present invention are contemplated useful for the prevention and treatment of a variety of conditions.

Thiophene 2, 5-disubstituted-tetrahydroisoquinoline compound and preparation and application thereof

The invention discloses a thiophene 2, 5-disubstituted tetrahydroisoquinoline compound as shown in a formula (I), a preparation method thereof and application thereof as a tumor multidrug resistance reversal agent. Pharmacological experiment results show that the compound provided by the invention has excellent tumor multidrug resistance reversal activity and sensitization chemotherapy drug activity, and can be clinically used as a malignant tumor multidrug resistance reversal agent and a chemotherapy drug sensitizer.