Name | 3-Methoxythiophene |
Synonyms | Methoxythiophene m-Methoxythiophene 3-Methoxythiophene 3-METHOXYTHIOPHENE METHYL 3-THIENYL ETHER Methyl 3-thienyl ether |
CAS | 17573-92-1 |
EINECS | 000-000-0 |
InChI | InChI=1/C5H6OS/c1-6-5-2-3-7-4-5/h2-4H,1H3 |
Molecular Formula | C5H6OS |
Molar Mass | 114.17 |
Density | 1.143 g/mL at 25 °C (lit.) |
Melting Point | 49-50 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4)) |
Boling Point | 80-82 °C/65 mmHg (lit.) |
Flash Point | 121°F |
Vapor Presure | 3.85mmHg at 25°C |
Appearance | Liquid |
Color | Clear light brown |
BRN | 106404 |
Storage Condition | Keep in dark place,Inert atmosphere,2-8°C |
Sensitive | Air Sensitive |
Refractive Index | n20/D 1.532(lit.) |
Risk Codes | 10 - Flammable |
Safety Description | S16 - Keep away from sources of ignition. S27 - Take off immediately all contaminated clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
UN IDs | UN 1993 3/PG 3 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 13 |
HS Code | 29339900 |
Hazard Class | 3 |
Packing Group | III |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
uses | 3-methoxythiophene is an important organic synthesis intermediate, widely used in pesticides, medicine, spices and other fields, such as synthetic NSK-850 (high-tech paddy field herbicide). |
Synthesis method | 3-methoxythiophene The usual synthesis method is thiophene as raw material, through bromination, translocation, and methyl oxidation synthesis. Xin Marie and others of Zhonghao Chenguang Chemical Research Institute reported a method for synthesizing 2-methoxythiophene from 3-bromothiophene. The synthesis route is as follows. The specific preparation is as follows: adding human metal sodium 9.0459 into a 250mL three-mouth bottle equipped with a condenser tube, adding 150 mL anhydrous methanol dropwise to prepare sodium methoxide, adding 3-bromothiophene 31.9049, copper oxide 13.0919, potassium iodide 0.6229, nitrogen protection for 15 minutes and then heating to reflux reaction, TCL monitors the reaction process, after 3 days, add potassium iodide 0.4889, and then reflux for 2 days until 3-bromothiophene disappears, stop the reaction, drop to room temperature, and filter; wash the filter cake with dichloromethane, combine the organic phase, and wash the organic phase with saturated salt water, Then wash the organic phase with distilled water, dry with anhydrous magnesium sulfate, distill the solvent under reduced pressure, and obtain the initial product 12.4249 (yield 83.6%). Pure 3-methoxythiophene 12.12359 was obtained by column chromatography (yield 73.05%). |