Methyl 4-oxotetrahydrothiophene-3-carboxylate Chemical Properties

Melting point:

37-38 °C

Boiling point:

95 °C

Density 

1.309±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

solubility 

Chloroform

form 

Solid

pka

10.52±0.20(Predicted)

color 

Light Yellow

InChI

InChI=1S/C6H8O3S/c1-9-6(8)4-2-10-3-5(4)7/h4H,2-3H2,1H3

InChIKey

LEAKUJFYXNILRB-UHFFFAOYSA-N

SMILES

C1SCC(=O)C1C(OC)=O

EPA Substance Registry System

3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester (2689-68-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

HazardClass 

IRRITANT

HS Code 

29339900

Methyl 4-oxotetrahydrothiophene-3-carboxylate Usage And Synthesis

Chemical Properties

White solid

Uses

Methyl 4-oxotetrahydrothiophene-3-carboxylate is used in the preparation of a new class of neuroleptic agents.

Synthesis

2,3,4,5-Tetrahydro-4-oxo-3-thiophene carboxylic acid, methyl ester (L75a): 25.3 g (1.1 mol) of sodium were implemented in 190 mL abs. methanol to methylate. To methylate solution 70 g (0.360 mol) (L74) was added dropwise at the boiling point and the reaction mixture was heated for 45 min under reflux. The cooling mixture was poured onto a mixture of 500 mL ice and 300 mL water, acidified with 100 mL conc. HCl and the oily precipitating product was brought to crystallize under cooling with ice/sodium chloride bath. The crystals were sucked off, resumed in 100 mL methylene chloride and dried over sodium sulfate and evaporated. There were obtained 16.7 g of pale beige crystals. The aqueous phase was extracted three times with 100 mL of methylene chloride, the organic phase dried over sodium sulfate and evaporated. 30 g of crystalline product Methyl 4-oxotetrahydrothiophene-3-carboxylate was obtained. Yield: 46.7 g of light beige crystals (81 % of theory). mp 29-31 degC. TLC: Bz:MeOH:AcOH = 45:8:4, Rf = 0.75.

Methyl 4-oxotetrahydrothiophene-3-carboxylate (2689-68-1)Related Product Information

• HYDROXYECTOINE
• TERT-BUTYL 4-OXOCYCLOHEXANECARBOXYLATE
• Tetrahydrothiophene
• METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE
• Methyl 4-oxotetrahydrothiophene-3-carboxylate
• 3-MERCAPTOISOBUTYRIC ACID
• 4-OXOTETRAHYDROTHIOPHENE-2,3-DICARBOXYLIC ACID DIMETHYL ESTER
• Tetrahydrothiophen-3-one
• 4-Mercapto-2-butanone
• 2-METHYL-1-BUTANETHIOL
• 1-(Methylthio)-2-butanone
• 4-METHYLTETRAHYDROTHIOPHEN-3-ONE
• 3-Methylthiolane
• METHYL 4-(METHYLTHIO)BUTYRATE