Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate
• CAS No.: 2689-70-5
• Molecular Formula: C7H10O3S
• Molecular Weight: 174.221
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20440666
• Nikkaji Number: J1.786.780F
• Mol file: 2689-70-5.mol

Synonyms:2689-70-5;Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate;Methyl 4-methyl-3-oxo-tetrahydrothiophene-2-carboxylate;METHYL 4-METHYL-3-OXOTHIOLANE-2-CARBOXYLATE;Methyl tetrahydro-4-methyl-3-oxothiophene-2-carbonate;Methyl 2-Methyl-3-Oxo-Tetrahydrothiophene-2-Carbonate;SCHEMBL7026737;DTXSID20440666;FOGAQTVNXLQDSO-UHFFFAOYSA-N;AMY32176;AKOS016003517;FT-0719581;A877103;2-Methoxycarbonyl-4-methyl-3-oxotetrahydrothiophene;5-Amino-1-(3-chloro-phenyl)-1H-pyrazole-4-carboxylicacid;4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester;Methyl 2,5-anhydro-4-deoxy-4-methyl-2-thiopent-3-ulosonate;METHYL 4-METHYL-3-OXO-TETRAHYDROTHIOPHENE-2-CARBONATE;3-Oxo-4-methyltetrahydrothiophene-2-carboxylic acid methyl ester;Methyl 4-methyl-3-oxo-2,3,4,5-tetrahydrothiophene-2-carboxylate

Chemical Property of Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate

Chemical Property:

• Boiling Point: 254 °C
• Flash Point: 116 °C
• PSA: 68.67000
• Density: 1.224 g/cm³
• LogP: 0.48000
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 174.03506535
• Heavy Atom Count: 11
• Complexity: 190

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CSC(C1=O)C(=O)OC

Technology Process of Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate

There total 2 articles about Methyl 4-methyl-3-oxotetrahydrothiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

S-phenyl 3-(methoxycarbonylmethylthio)-3-methyl-propanethioate → methyl 5-methyl-3-(phenylthio)thiophene-2-carboxylate + 4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester (2689-70-5)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at -50 - -45 ℃; for 0.5h;

DOI:10.3987/com-07-s(k)56

Reference yield: 34.0%

S-phenyl 3-(methoxycarbonylmethylthio)-2-methyl-propanethioate → methyl 4-methyl-3-(phenylthio)thiophene-2-carboxylate + 4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester (2689-70-5)

Guidance literature:

With tributyl-amine; titanium tetrachloride; In dichloromethane; at -50 - -45 ℃; for 0.5h;

DOI:10.3987/com-07-s(k)56

Reference yield: 96.5%

4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester (2689-70-5) → 3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester (85006-31-1)

Guidance literature:

4-methyl-3-oxotetrahydro-2-thiophencarboxylic acid methyl ester; With iron(III) chloride; 1,3,5-trichloro-2,4,6-triazine; hydroxylamine hydrochloride; In N,N-dimethyl-formamide; at 70 - 90 ℃; for 4h;

With ammonium hydroxide; for 0.5h; Reagent/catalyst; Temperature;

Downstream raw materials:

3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester