1468-82-2

Basic information

• Product Name: 2-BROMO-1-(3-THIENYL)-1-ETHANONE
• Synonyms: 2-BROMO-1-(3-THIENYL)-1-ETHANONE;Ethanone, 2-bromo-1-(3-thienyl)- (9CI);2-broMo-1-(thiophen-3-yl)ethan-1-one;2-broMo-1-(thiophen-3-yl)ethanone;2-Bromo-1-(3-thienyl)ethanone;Ethanone,2-bromo-1-(3-thienyl)-;3-(Bromoacetyl)thiophene 97%
• CAS NO: 1468-82-2
• Molecular Formula: C₆H₅BrOS
• Molecular Weight: 205.07
• Product Categories: ACETYLHALIDE;Building Blocks;C4 to C6;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;New Products for Chemical Synthesis;Thiophenes
• Mol File: 1468-82-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 61 °C
• Boiling Point: 247.5 °C at 760 mmHg
• Flash Point: 103.5 °C
• Appearance: off-white solid.
• Density: 1.658 g/cm³
• Vapor Pressure: 0.0255mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-BROMO-1-(3-THIENYL)-1-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1-(3-THIENYL)-1-ETHANONE(1468-82-2)
• EPA Substance Registry System: 2-BROMO-1-(3-THIENYL)-1-ETHANONE(1468-82-2)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 34-36-22
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1468-82-2(Hazardous Substances Data)

Usage

General Description

2-Bromo-1-(3-thienyl)-1-ethanone is a chemical compound with the molecular formula C6H5BrOS. It is a brominated thienyl-ethanone derivative, which contains a bromine atom and a thienyl ring. 2-BROMO-1-(3-THIENYL)-1-ETHANONE is often used in organic synthesis and pharmaceutical research, as it can be used as a building block for the synthesis of various compounds. It is also a key intermediate in the preparation of heterocyclic compounds, which have potential applications in medicinal chemistry. Additionally, it has been studied for its potential biological activities and pharmacological properties. Overall, 2-bromo-1-(3-thienyl)-1-ethanone is a versatile chemical that has various uses in research and development.

InChI:InChI=1/C6H5BrOS/c7-3-6(8)5-1-2-9-4-5/h1-2,4H,3H2

Upstream product

• 1468-83-3 1-(thiophen-3-yl)-ethanone 
• 497-19-8 sodium carbonate 
• 67237-53-0 3-ethynylthiophene 
• 1374225-73-6 3-(bromoethynyl)thiophene 

Downstream Products

• 134937-95-4 1,t-2,c-dibenzoyl-3-(3-thienoyl)cyclopropane 
• 174347-70-7 2,2-dimethyl-7-phenyl-6-(thiophen-3-yl)-2,3-dihydro-1H-pyrrolizine 
• 736176-90-2 1-(4-phenylthiazol-2-yl)-4-(thiophen-3-yl)-1H-imidazol-2-amine 
• 736176-76-4 4-phenyl-1-(4-(thiophen-3-yl)thiazol-2-yl)-1H-imidazol-2-amine 
• 760903-26-2 C₈H₈N₄S₂ 
• 1404054-26-7 (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide 
• 183008-43-7 2-(Benzyl-methyl-amino)-1-thiophen-3-yl-ethanone 
• 1446307-92-1 (3R)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-3-(2-phenyl-2-(piperidin-1-yl)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide 
• 1443985-85-0 3-(biphenyl-3-yl)-2,6-di(thien-3-yl)imidazo[1,2-a]pyridine 
• 1415829-55-8 4-methyl-N-[4-[[2-(3-thienyl)imidazo[1,2-a]pyrazine-8-yl]amino]phenyl]benzenesulfonamide 
• 1415829-43-4 4-methyl-N-[4-[[3-(3-thienyl)imidazo[1,2-a]pyrazine-8-yl]amino]phenyl]benzenesulfonamide 

Relevant articles and documents

Thiazole analogues of the marine alkaloid nortopsentin as inhibitors of bacterial biofilm formation

Anti-virulence strategy is currently considered a promising approach to overcome the global threat of the antibiotic resistance. Among different bacterial virulence factors, the biofilm formation is recognized as one of the most relevant. Considering the high and growing percentage of multi-drug resistant infections that are biofilm-mediated, new therapeutic agents capable of counteracting the formation of biofilms are urgently required. In this scenario, a new series of 18 thiazole derivatives was efficiently synthesized and evaluated for its ability to inhibit biofilm formation against the Gram-positive bacterial reference strains Staphylococcus aureus ATCC 25923 and S. aureus ATCC 6538 and the Gram-negative strain Pseudomonas aeruginosa ATCC 15442. Most of the new compounds showed a marked selectivity against the Gram-positive strains. Remarkably, five compounds exhibited BIC50 values against S. aureus ATCC 25923 ranging from 1.0 to 9.1 μM. The new compounds, affecting the biofilm formation without any interference on microbial growth, can be considered promising lead compounds for the development of a new class of anti-virulence agents.

Synthesis and characterization of two new benzothiadiazole- and fused bithiophene based low band-gap D-A copolymers: Application as donor bulk heterojunction polymer solar cells

Two new narrow bandgap D-A conjugated copolymers P1 and P2 containing different fused thiophene donor unit and same benzothiadiazole acceptor unit were synthesized by Stille cross-coupling polymerization, and characterized by 1H NMR, elemental analysis and GPC, TGA, DSC. Cyclic voltammetry measurement showed that the HOMO energy level both copolymers is deep lying (-5.10 and -5.35 eV for P1 and P2, respectively) which show that copolymers has good stability in the air and assured a higher open circuit voltage when it photovoltaic application. These copolymer were used as donor along with PC71BM and the BHJ polymer solar cells based on P1:PC71BM and P2:PC71BM processed with chloroform (CF) solvent showed over all PCE of 4.54% and 4.36%, respectively. Additionally, the PCE was improved up to 5.62% and 5.24% for P1:PC71BM and P2:PC71BM active layer processed with DIO (4 v%)/CF solvent. The enhancement in the PCE has been attributed to improved nanoscale morphology and crystalline nature of active layer as well as charge transport in the device with the addition of DIO, due to the higher boiling point of DIO causing slow evaporation rate during the film formation.

Vinylethylene Carbonates as α,β-Unsaturated Aldehyde Surrogates for Regioselective [3 + 3] Cycloaddition

Herein, we report a novel stepwise addition-controlled ring size method, to access tetrahydropyrimidines through an operationally simple [3 + 3] cycloaddition of vinylethylene carbonates with triazinanes. Interestingly, we could also use this method for a [3 + 3] oxidative cycloaddition, which allows the facile synthesis of polysubstituted terphenyls under mild conditions. Mechanistic studies suggest that vinylethylene carbonates could generate α,β-unsaturated aldehydes as 3-carbon synthons for cycloaddition via a combination process of Pd-catalyzed decarboxylation and β-H elimination.

An efficient heterogeneous gold(I)-catalyzed hydration of haloalkynes leading to α-halomethyl ketones

A highly efficient heterogeneous gold(I)-catalyzed hydration of haloalkynes has been developed that proceeds smoothly under mild and neutral conditions and provides a general and practical route for the synthesis of a variety of α-halomethyl ketones with high atom-economy, excellent yield, and recyclability of the gold(I) catalyst. The presented method delivers an attractive alternative to classical α-halogenation of ketones.