3-Methoxythiophene CAS 17573-92-1
3-Methoxythiophene Basic information
| Product Name: | 3-Methoxythiophene |
| Synonyms: | 3-Methoxythiophene,98%;m-Methoxythiophene;3-Methoxythiophene, 98% 5GR;3-Methoxythiophene,99%;3-METHOXYTHIOPHENE;METHYL 3-THIENYL ETHER;Methoxythiophene,95%;3-Methoxythiophene> |
| CAS: | 17573-92-1 |
| MF: | C5H6OS |
| MW: | 114.17 |
| EINECS: | 000-000-0 |
| Product Categories: | Functional Materials;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research);Thiophen;Building Blocks;Heterocyclic Building Blocks;Thiophenes;Sulphur Derivatives;Thiophene&Benzothiophene;Thiophens;Thiophene Series;Pyridines ,Halogenated Heterocycles |
| Mol File: | 17573-92-1.mol |
3-Methoxythiophene Chemical Properties
| Melting point | 49-50 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4)) |
| Boiling point | 80-82 °C/65 mmHg (lit.) |
| density | 1.143 g/mL at 25 °C (lit.) |
| refractive index | n |
| Fp | 121 °F |
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| form | Liquid |
| color | Clear light brown |
| Sensitive | Air Sensitive |
| BRN | 106404 |
| InChI | InChI=1S/C5H6OS/c1-6-5-2-3-7-4-5/h2-4H,1H3 |
| InChIKey | RFSKGCVUDQRZSD-UHFFFAOYSA-N |
| SMILES | C1SC=CC=1OC |
| LogP | 1.810 (est) |
| CAS DataBase Reference | 17573-92-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Thiophene, 3-methoxy-(17573-92-1) |
Safety Information
| Risk Statements | 10 |
| Safety Statements | 16-27-36/37/39 |
| RIDADR | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| F | 13 |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29339900 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Flam. Liq. 3 |
| Chemical Properties | Clear light brown liquid |
| Uses | 3-Methoxythiophene, is a heterocyclic building block used for the synthesis of more complex compounds containing Thiophene moiety. It can also be used for the preparation of novel thiophenyl-methylene-9H-fluorene-based low bandgap polymers. |
| Synthesis Reference(s) | Synthetic Communications, 20, p. 213, 1990 DOI: 10.1080/00397919008052285 |
| General Description | 3-Methoxythiophene is a thiophene. The intramolecular and intermolecular geometries of crystals of 3-methoxythiophene were studied. Spectroscopic studies of bipolarons derived from oligomerized 3-methoxythiophene in solution has been reported. The electropolymerization of 3-methoxythiophene on Pt and Fe electrodes in an aqueous micellar medium containing sodium dodecyl sulfate and 10-3M bithiophene has been reported. Thin polymer films of 3-methoxythiophene at the cathode in a direct current discharge have been prepared. |
| Materials Uses | Thin polymer films were obtained from 3-methoxythiophene at the cathode in a dc discharge. |
| Synthesis | 872-31-1 124-41-4 17573-92-1 Example 2 Preparation of 3-methoxythiophene: 185 g of 3-bromothiophene (1.13 mol), 3.24 g of copper(I) bromide (CuBr, 2 mol%) and 14.1 g of PEG DME 250 (5 mol%) were added to the reactor. Subsequently, sodium methanol solution (30% concentration, precursor concentration 30.4) was added and the mixture was heated to 90 °C. The conversion was monitored by GC during the reaction and was >98% (reaction time totaled 10 hours). Upon completion of the reaction, the mixture was poured into 300 g of water. After filtration through decalite, the mixture was extracted twice with 120 g of methyl tertiary butyl ether (MTBE). The organic phases were combined and subjected to vacuum fractionation to afford 117.4 g of 3-methoxythiophene (1.03 mol, 91% yield) with a GC purity of >99% (% area). |
| References | [1] Patent: US2008/71084, 2008, A1. Location in patent: Page/Page column 4 [2] Polymer, 2013, vol. 54, # 18, p. 4930 - 4939 [3] Journal of Materials Chemistry C, 2015, vol. 3, # 7, p. 1595 - 1603 [4] Chemical Communications, 2013, vol. 49, # 49, p. 5538 - 5540 [5] Research on Chemical Intermediates, 2015, vol. 41, # 11, p. 8651 - 8664 |
3-Methoxythiophene Preparation Products And Raw materials
| Raw materials | 3-Bromothiophene-->Methanol-->Sodium Methoxide |
| Preparation Products | 2-iodo-3-Methoxythiophene-->3-Methoxythiophene-2-boronic acid pinacol ester-->1-(3-Methoxythien-2-yl)ethanone |
