2158-88-5

Basic information

• Product Name: ethyl 3-hydroxy-2-thenoate
• Synonyms: ethyl 3-hydroxy-2-thenoate;3-Hydroxy-2-thiophenecarboxylic acid ethyl ester;Ethyl 3-hydroxythiophene-2-carboxylate
• CAS NO: 2158-88-5
• Molecular Formula: C₇H₈O₃S
• Molecular Weight: 172.20162
• EINECS: 218-478-6
• Mol File: 2158-88-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 274.2°Cat760mmHg
• Flash Point: 119.7°C
• Appearance: /
• Density: 1.391g/cm³
• Vapor Pressure: 0.000694mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• PKA: 9?+-.0.10(Predicted)
• CAS DataBase Reference: ethyl 3-hydroxy-2-thenoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-hydroxy-2-thenoate(2158-88-5)
• EPA Substance Registry System: ethyl 3-hydroxy-2-thenoate(2158-88-5)

Safety Data

• Hazardous Substances Data: 2158-88-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H8O3S/c1-2-10-7(9)6-5(8)3-4-11-6/h3-4,9H,2H2,1H3/b7-6+

Upstream product

• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 5788-17-0 methyl (2E)-3-methoxy-2-propenoate 
• 623-51-8 ethyl 2-sulfanylacetate 
• 128889-74-7 5-(ethoxycarbonylmethylsulfanylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 5118-07-0 3-hydroxythiophene-2-carboxylic acid 

Relevant articles and documents

Preparation method of 3-hydroxythiophene-2-carboxylate compound

The invention provides a preparation method of a 3-hydroxythiophene-2-carboxylate compound. The preparation method comprises the following steps of enabling a formula as shown in the description to carry out a condensation reaction with E-3-methyl methoxyacrylate in an alkaline condition to form the 3-hydroxythiophene-2-carboxylate compound, wherein R is selected from any one of C1 to C10 alkyl and C2 to C10 alkenyl. The formula as shown in the description and the E-3-methyl methoxyacrylate are adopted as raw materials, and are enabled to carry out the condensation reaction in the alkaline condition to form a thiophene ring; the reaction is easy to carry out; the reaction condition is easy to control; and the product yield is higher in a proper condition. The cost of the E-3-methyl methoxyacrylate is lower compared with that of 2-methyl chloroacrylate or methyl propiolate; and therefore, the synthetic process cost of the 3-hydroxythiophene-2-carboxylate compound is decreased.

Synthesis of 3-hydroxythiophenes and thiophen-3(2H)-ones by pyrolysis of alkylsulfanylmethylene Meldrum's acid derivatives

3-Hydroxythiophene 1 and a range of its 2-substituted, 2,2-disubstituted and 5-substituted derivatives have been made by flash vacuum pyrolysis (FVP) of an appropriate alkylsulfanylmethylene derivative of Meldrum's acid 3 or 4.These compounds are readily obtained, either by reaction of methoxymethylene Meldrum's acid with alkylthiols in refluxing acetonitrile, or via the bis(methylsulfanyl) compound 18 by known procedures.The pyrolysis proceeds by a hydrogen-transfer-cyclisation mechanism in which thereis extensive loss of configuration of a chiral centre at the reaction site.The NMR and mass spectra of the Meldrum's acid precursors and the mass spectra of the 3-hydroxythiophenes are briefly discussed.