26137-08-6

Basic information

• Product Name: METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE
• Synonyms: METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE;RARECHEM AL BF 0362;Methyl 3-bromothiophene-2-carboxylate ,97%;METHYL 3-BROMOTHIOPH;3-BroMo-thiophene-2-carboxylicacidMethylester;3-broMo-2-thiophenecarboxylate;3-Bromo-2-(methoxycarbonyl)thiophene, Methyl 3-bromo-2-thenoate;Methyl 3-Bromothiophene-2-carboxylate, >=98%
• CAS NO: 26137-08-6
• Molecular Formula: C₆H₅BrO₂S
• Molecular Weight: 221.07
• Product Categories: Esters;Thiophenes & Benzothiophenes;Thiophenes & Benzothiophenes
• Mol File: 26137-08-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 112/4mm
• Flash Point: 106 °C
• Appearance: White/Solid
• Density: 1.662 g/cm³
• Vapor Pressure: 0.0201mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE(26137-08-6)
• EPA Substance Registry System: METHYL 3-BROMOTHIOPHENE-2-CARBOXYLATE(26137-08-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 26137-08-6(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

Methyl 3-bromothiophene-2-carboxylate is employed as a intermediate for pharmaceutical and chemical research.

InChI:InChI=1/C6H5BrO2S/c1-9-6(8)5-4(7)2-3-10-5/h2-3H,1H3

Upstream product

• 872-31-1 3-Bromothiophene 
• 124-38-9 carbon dioxide 
• 74-88-4 methyl iodide 
• 7311-64-0 3-bromothiophene-2-carboxylic acid 
• 67-56-1 methanol 
• 25796-68-3 3-bromo-thiophene-2-carbonyl chloride 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 

Downstream Products

• 7311-64-0 3-bromothiophene-2-carboxylic acid 
• 1127234-57-4 13-cyclohexyl-3-methoxy-6-[2-(methoxycarbonyl)-3-thienyl]-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid 1,1-dimethylethyl ester 
• 10341-88-5 3-phenyl-thiophen-2-carboxylic acid 
• 1428144-35-7 4-(4-chlorophenyl)-5-(4-methoxyphenyl)thieno[3,2-b]pyridin-7(4H)-one 
• 1428144-34-6 4-(4-ethylphenyl)-5-(4-methoxyphenyl)thieno[3,2-b]pyridin-7(4H)-one 
• 1428144-33-5 5-(4-methoxyphenyl)-4-p-tolylthieno[3,2-b]pyridin-7(4H)-one 
• 1428144-32-4 4-(3,5-dichlorophenyl)-5-(4-propylphenyl)thieno[3,2-b]pyridin-7(4H)-one 
• 1428144-31-3 4-(3-fluorophenyl)-5-(4-propylphenyl)thieno[3,2-b]pyridin-7(4H)-one 
• 1428144-30-2 4-phenyl-5-(4-propylphenyl)thieno[3,2-b]pyridin-7(4H)-one 
• 1428144-29-9 4-(4-chlorophenyl)-5-p-tolylthieno[3,2-b]pyridin-7(4H)-one 
• 1428144-28-8 4-(4-fluorophenyl)-5-p-tolylthieno[3,2-b]pyridin-7(4H)-one 
• 1428144-27-7 4-(4-Methoxyphenyl)-5-p-tolylthieno[3,2-b]pyridin-7(4H)-one 
• 1428144-26-6 4-heptyl-5-phenylthieno[3,2-b]pyridin-7(4H)-one 
• 1428144-25-5 4-cyclohexyl-5-phenylthieno[3,2-b]pyridin-7(4H)-one 

Relevant articles and documents

Photoinduced and Palladium-Catalyzed Remote Desaturation of Amide Derivatives

A photoinduced and palladium-catalyzed remote desaturation of O-acyl hydroxamides to unsaturated amides under mild conditions has been achieved. The formation of the alkyl Pd(II) intermediate by the recombination of alkyl radical and Pd(I) species is critical to achieve this efficient and selective desaturation of alkanes. This reaction features good site-selectivity, is terminal oxidant-free, and produces moderate to excellent yields for a variety of unsaturated amides. Remarkably, this approach enables late-stage desaturation of complex and biologically important molecules.

p-TSA-Based DESs as “Active Green Solvents” for Microwave Enhanced Cyclization of 2-Alkynyl-(hetero)-arylcarboxylates: an Alternative Access to 6-Substituted 3,4-Fused 2-Pyranones

In this paper, we describe the use of p-TSA based Deep Eutectic Solvents (DESs) as alternative environmental-friendly “active” solvents for the microwave-mediated synthesis of 6-substituted 3,4-fused 2-pyranones, and in particular isocoumarins, starting from 2-alkynyl-(hetero)arylcarboxylates. When the alkyne terminus bears a neutral or an electron-donating group (EDG), the reactions are fast, clean and highly regioselective, to give the 6-endo-dig cyclization products in good to excellent yields. For substrates bearing an electron-withdrawing group (EWG) on the alkyne end, the regioselectivity can be tuned by adding a small amount of silver(I) triflate as co-catalyst. DES was demonstrated to be reusable without loss of efficiency in terms of reaction yields. Based on experimental evidence and previous findings, two competitive mechanisms working simultaneously are proposed to explain the outcomes and the regioselectivity issues.

Silver triflate/: P -TSA co-catalysed synthesis of 3-substituted isocoumarins from 2-alkynylbenzoates

In this paper, we describe the silver triflate/p-toluenesulfonic acid co-catalysed synthesis of seventeen isocoumarins and two thieno[2,3-c]pyran-7-ones starting from 2-alkynylbenzoates and 3-alkynylthiophene-2-carboxylates, respectively. The reaction proceeds with absolute regioselectivity under mild reaction conditions and low catalyst loading, to afford the desired products in good to excellent yields. A conceivable reaction mechanism is proposed and supported by isotope-exchange tests, 1H NMR studies and ad hoc experiments.