53091-09-1

Basic information

• Product Name: ETHYL THIOPHENENE-3-GLYOXYLATE
• Synonyms: ETHYL THIOPHENENE-3-GLYOXYLATE;ethyl 2-oxo-2-(thiophen-3-yl)acetate;Ethyl-oxo-3-thiopheneacetate;Ethyl thiophene-3-glyoxylate
• CAS NO: 53091-09-1
• Molecular Formula: C₈H₈O₃S
• Molecular Weight: 184.214
• Mol File: 53091-09-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 268.2 °C at 760 mmHg
• Flash Point: 116 °C
• Appearance: /
• Density: 1.253 g/cm³
• Vapor Pressure: 0.00781mmHg at 25°C
• Refractive Index: 1.534
• CAS DataBase Reference: ETHYL THIOPHENENE-3-GLYOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL THIOPHENENE-3-GLYOXYLATE(53091-09-1)
• EPA Substance Registry System: ETHYL THIOPHENENE-3-GLYOXYLATE(53091-09-1)

Safety Data

• Hazardous Substances Data: 53091-09-1(Hazardous Substances Data)

Usage

General Description

Ethyl thiophene-3-glyoxylate is a chemical compound with the molecular formula C11H10O3S. It is a thiophene derivative with a glyoxylate functional group, and is commonly used as a building block in organic synthesis. The compound has a sweet, fruity odor and is soluble in organic solvents. It is often employed as an intermediate in the production of pharmaceuticals, agrochemicals, and dyes. Ethyl thiophene-3-glyoxylate is a versatile compound with a wide range of potential applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C8H8O3S/c1-2-11-8(10)7(9)6-3-4-12-5-6/h3-5H,2H2,1H3

Upstream product

• 1192-06-9 3-thienyl lithium 
• 95-92-1 oxalic acid diethyl ester 
• 32766-64-6 ethyl 2,5-dichloro-3-thienylglyoxylate 
• 10486-61-0 3-thienyl iodide 
• 4755-77-5 Ethyl oxalyl chloride 
• 64-17-5 ethanol 
• 79571-33-8 3-(dimethylamino)-1-(thiophen-3-yl)prop-2-en-1-one 
• 37784-63-7 ethyl-3 thiophene acetate 
• 119405-65-1 tri-n-butyl(thien-3-yl)tin 
• 1468-83-3 1-(thiophen-3-yl)-ethanone 
• 140-89-6 potassium ethyl xanthogenate 

Downstream Products

• 39684-36-1 2-oxo-2-(thiophen-3-yl)acetic acid 

Relevant articles and documents

General Synthesis of Chiral α,α-Diaryl Carboxamides by Enantioselective Palladium-Catalyzed Cross-Coupling

A general synthesis of chiral α,α-diaryl carboxamides is developed by enantioselective cross-coupling between 2-bromo-2-aryl carboxamides and arylboronic acids, leading to a series of chiral α,α-diaryl carboxamides with various electronic properties and functionalities in moderate to excellent enantioselectivities and yields. The employment of a sterically bulky chiral P,P═O ligand L2 is critical for the reactivity and selectivity. This protocol is applied to an efficient asymmetric synthesis of a key intermediate of dopamine receptor agonist SKF 38393.

Ambient and aerobic carbon-carbon bond cleavage toward α-ketoester synthesis by transition-metal-free photocatalysis

The α-oxoesterification of the CC double bond in readily available enaminones enabling efficient synthesis of α-ketoesters is developed. The reactions showing general tolerance to the reactions of primary and secondary alcohols proceed well under air via Rose Bengal (RB)-based photocatalysis. Particularly, this mild synthetic method has been discovered to tolerate various polyhydroxylated substrates such as phenolic alcohol, diols and triols with an excellent selectivity of mono-oxoesterification. What is more noteworthy is that α-ketoester functionalized 16-dehydropregnenolone acetate resulting from the elaboration on a natural product has been obtained practically.

COUPLING OF ORGANOTIN REAGENTS WITH ARYL, ACYL AND HETEROARYL HALIDES: SYNTHESIS OF PYRIDAZINE AND QUINOXALONE DERIVATIVES

Couplin of organotin reagents Bu3SnAr (Ar = 2- or 3-thienyl, 2- or 3-pyridyl) with ClCOCH2CH2CO2Et in the presence of PdCl(CH2Ph)(PPh3)2 yields β-ketoesters ArCOCH2CH2CO2Et which were converted with hydrazine hydrate into 6-substituted 4,5-dihydropyridazin-3(2H)-ones, and thence to 3-halogeno-6-substituted pyridazines.The latter also couple under similar conditions with Bu3SnAr to yield 3-heteroarylpyridazines.With catalysts, coupling of ClCOCO2Et and Bu3SnAr proceeds with loss of carbon monoxide giving ArCO2Et, but without catalyst ArCOCO2Et is formed from which the3-heteroarylquinoxalin-3-one is prepared.The reactions of Bu3SnAr with 4-XC6H4Br (X = H,-OMe, -CN, -NO2) are also described.