METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE
- CAS No.
- 2689-69-2
- Chemical Name:
- METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE
- Synonyms
- methyl 3-oxothiolane-2-carboxylate;methyl tetrahydro-3-oxo-2-thenoate;METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBO&;methyl tetrahydrothiophen-3-one-2-carboxylate;METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE;tetrahydro-3-oxo-2-thiophenecarboxylicacimethylester;3-Oxotetrahydrothiophene-2-carboxylic acid methyl ester;3-ketotetrahydrothiophene-2-carboxylic acid methyl ester;Tetrahydro-3-oxo-2-thiophenecarboxylic acid methyl ester
- CBNumber:
- CB3360723
- Molecular Formula:
- C6H8O3S
- Molecular Weight:
- 160.19
- MDL Number:
- MFCD00156156
- MOL File:
- 2689-69-2.mol
- MSDS File:
- SDS
| Melting point | 38 °C (lit.) |
|---|---|
| Boiling point | 232-254 °C/0.1 mmHg (lit.) |
| Density | 1.281 g/mL at 1.281 °C (lit.) |
| refractive index |
n |
| Flash point | >230 °F |
| storage temp. | 2-8°C |
| form | Liquid |
| pka | 11.11±0.20(Predicted) |
| Appearance | Off-white to light yellow <38°C Solid,>38°C Liquid |
| Water Solubility | Slightly soluble in water. |
| EPA Substance Registry System | 2-Thiophenecarboxylic acid, tetrahydro-3-oxo-, methyl ester (2689-69-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE price More Price(17)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 650633 | Methyl 3-oxotetrahydrothiophene-2-carboxylate 96% | 2689-69-2 | 1g | $159 | 2025-07-31 | Buy |
| Sigma-Aldrich | 650633 | Methyl 3-oxotetrahydrothiophene-2-carboxylate 96% | 2689-69-2 | 250mg | $58.5 | 2023-01-07 | Buy |
| AK Scientific | 2452AB | Methyl 3-oxotetrahydrothiophene-2-carboxylate | 2689-69-2 | 1g | $185 | 2021-12-16 | Buy |
| American Custom Chemicals Corporation | CHM0097369 | METHYL TETRAHYDRO-3-OXO-2-THENOATE 95.00% | 2689-69-2 | 250MG | $617.3 | 2021-12-16 | Buy |
| American Custom Chemicals Corporation | CHM0097369 | METHYL TETRAHYDRO-3-OXO-2-THENOATE 95.00% | 2689-69-2 | 1G | $829.52 | 2021-12-16 | Buy |
METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE Chemical Properties,Uses,Production
Uses
Methyl 3-oxotetrahydrothiophene-2-carboxylate is used in the production of dihydro-thiophen-3-one.
Synthesis Reference(s)
Journal of the American Chemical Society, 68, p. 2229, 1946 DOI: 10.1021/ja01215a034
Synthesis
7400-45-5
2689-69-2
2689-68-1
Step 1: Under vigorous stirring, 1.1 g of sodium metal pre-sliced into thin slices was slowly added to 11 ml of methanol. The resulting solution was heated to reflux followed by the slow addition of 3.0 g of methyl 3-[(2-methoxy-2-oxoethyl)thio]propionate (completed in about 10 minutes). After maintaining the reflux state for 30 minutes, the solution was allowed to cool to room temperature. The reaction mixture was poured into about 100 ml of ice water under continuous stirring, continued for 30-40 min and acidified with concentrated hydrochloric acid to pH 2. The aqueous phase was extracted five times with dichloromethane, the organic phases were combined and concentrated by rotary evaporation after drying to afford 1.7 g of the crude product in the form of an oil.GC-MS analysis showed that the crude product contained about 3% of the isomer (tetrahydro-3-oxa-2- methyl thiophenecarboxylate) (HPLC retention time = 2.53 min). The crude product was purified using a Flash Master Personal system and a STRATA column pre-filled with Phenomenex silica (20 g). The crude product was dissolved in a dichloromethane:hexane (1:1) solvent mixture, dried, upsampled and eluted with the same ratio of solvent mixture. Finally 1.12 g of white solid product was obtained in 54% yield.
References
[1] Patent: US2008/275023, 2008, A1. Location in patent: Page/Page column 9
[2] Patent: WO2006/97449, 2006, A1. Location in patent: Page/Page column 24-25
[3] Tetrahedron, 1991, vol. 47, # 27, p. 4847 - 4860
[4] Patent: WO2013/50508, 2013, A1. Location in patent: Page/Page column 42; 55
[5] Organic Process Research and Development, 2016, vol. 20, # 5, p. 982 - 988
METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | +86-13017695106 +86-13676922317 | jiuyitime@fdachem.com | China | 8741 | 58 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49732 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29801 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| Hefei Hirisun Pharmatech Co., Ltd | +8615056975894 | shawn@hirisunpharm.com | CHINA | 9911 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52846 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49982 | 58 |
| Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8615965530500 | nickzhang@hangyubiotech.com | China | 11000 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 52924 | 58 |
View Lastest Price from METHYL 3-OXOTETRAHYDROTHIOPHENE-2-CARBOXYLATE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-06-23 | Methyl tetrahydro-3-oxo-2-thenoate
2689-69-2
|
US $1.10-6.60 / kg | 1kg | 99% | 50kg | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |
 |
2020-01-09 | Methyl tetrahydro-3-oxo-2-thenoate
2689-69-2
|
US $1.00 / KG | 1KG | Min98% HPLC | g/kg/ton | Career Henan Chemical Co |
-
- Methyl tetrahydro-3-oxo-2-thenoate
2689-69-2
- US $1.10-6.60 / kg
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- Methyl tetrahydro-3-oxo-2-thenoate
2689-69-2
- US $1.00 / KG
- Min98% HPLC
- Career Henan Chemical Co
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