Thioglycolic acid methyl ester
Methyl thioglycolate
CAS: 2365-48-2
Molecular Formula: C3H6O2S
Thioglycolic acid methyl ester - Names and Identifiers
| Name | Methyl thioglycolate |
| Synonyms | METG Methyl thioglycolate METHYL THIOGLYCOLATE METHYL THIOGLYCOLLATE METHYL MERCAPTOACETATE Methyl mercaptoacetate Methanethiol, methoxy- methyl sulfanylacetate mercapto-aceticacimethylester THIOGLYCOLIC ACID METHYL ESTER Thioglycolic acid methyl ester Mercaptoacetic acid methyl ester MERCAPTOACETIC ACID METHYL ESTER |
| CAS | 2365-48-2 |
| EINECS | 219-121-7 |
| InChI | InChI=1/C3H6O2S/c1-5-3(4)2-6/h6H,2H2,1H3 |
| InChIKey | MKIJJIMOAABWGF-UHFFFAOYSA-N |
Thioglycolic acid methyl ester - Physico-chemical Properties
| Molecular Formula | C3H6O2S |
| Molar Mass | 106.14 |
| Density | 1.187 g/mL at 25 °C (lit.) |
| Melting Point | -24 °C |
| Boling Point | 42-43 °C/10 mmHg (lit.) |
| Flash Point | 86°F |
| Water Solubility | 40 g/L (20 ºC) |
| Solubility | 40g/l |
| Vapor Presure | 3.58mmHg at 25°C |
| Appearance | Liquid |
| Color | Clear colorless |
| BRN | 506259 |
| pKa | 8.04±0.10(Predicted) |
| Storage Condition | Store below +30°C. |
| Sensitive | Air Sensitive |
| Refractive Index | n20/D 1.466(lit.) |
| MDL | MFCD00004873 |
| Physical and Chemical Properties | Density 1.187 melting point -24°C boiling point 42-43°C (10 mmHg) refractive index 1.464-1.467 flash point 56°C water-soluble 40g/L (20°C) |
| Use | Pharmaceutical and pesticide intermediates. |
Thioglycolic acid methyl ester - Risk and Safety
| Risk Codes | R10 - Flammable R20/22 - Harmful by inhalation and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R25 - Toxic if swallowed |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S28A - |
| UN IDs | UN 1992 3/PG 3 |
| WGK Germany | 1 |
| RTECS | AI7350000 |
| TSCA | Yes |
| HS Code | 29309070 |
| Hazard Class | 3 |
| Packing Group | III |
Thioglycolic acid methyl ester - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | methyl mercaptoacetate is a colorless and transparent oily liquid, soluble in water and smelling of allicin. It is an important intermediate for synthetic medicine, pesticide, food flavor and tobacco flavor, and can be used as organotin heat stabilizer and molecular weight regulator of polymer. Polymethyl mercaptoacetate can also be used as low-temperature curing agent for epoxy resin, optical lens and manufacturing adhesive. At present, the production and synthesis method of methyl mercaptoacetate mainly uses thioglycolic acid and methanol as raw materials and sulfuric acid as catalyst. The process has many problems such as low yield, long reaction time and serious equipment corrosion. |
| application | methyl mercaptoacetate, also known as methyl thioglycolate, methyl hydrothioacetate, etc., is an important intermediate in the synthesis of pesticides, medicines, tobacco flavors and food flavors. |
| preparation | taking thioglycolic acid and methanol as starting materials, adding 131.4Kg(1000mol) of thioglycolic acid with purity%, 134.7Kg(4000mol) of methanol with purity 95.0% and 1.60Kg of methanol solution with activator mass concentration of 20% into a reaction device with electric stirrer, condenser and thermometer, reflux stirring reaction at 45 ℃ for 4 hours, stop stirring, then add activator mass concentration of 20% p-toluenesulfonic acid methanol solution 1.06Kg, continue to reflux stirring reaction at 55 ℃ for 4 hours, with a liquid separation device to separate the ester layer (lower layer), the ester layer is distilled under reduced pressure, and the former fraction, methyl mercaptoacetate and bottom are separated. The former fraction is about 10Kg, and after standing, 2Kg of water and 8Kg of crude methyl mercaptoacetate (content 90%) can be separated. Methyl mercaptoacetate is 85Kg (content 98.5%), and the residual bottom amount is about 10Kg, of which the content of methyl mercaptoacetate is 10.0%, the content of unreacted mercaptoacetic acid is 80.0%, and the bottom residue can continue the next esterification reaction. The total average yield can reach 85% after acid recovery from the bottom residue. |
| use | pharmaceutical and pesticide intermediates. Mainly used as an intermediate of pharmaceutical pesticides, methyl mercaptoacetate is the raw material of the herbicide thiensulfuron. |
| production method | the preparation method is to add mercaptoacetic acid and methanol in the reaction kettle, stir, dropwise add a small amount of concentrated sulfuric acid as catalyst, finish dropping, reflux reaction for 12 hours, after the reaction, add water to wash until neutral, and divide water to obtain the finished product. HSCH2COOH CH3OH[H2SO4]→HSCH2COOCH3 H2O |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 18:58:34
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