Guaiacol glycidyl ether CAS 2210-74-4
Guaiacol glycidyl ether Basic information
| Product Name: | Guaiacol glycidyl ether |
| Synonyms: | GUAIACOL GLYCIDYL ETHER;[(2-methoxyphenoxy)methyl]oxirane;3-(O-METHOXYPHENOXY)-1,2-EPOXYPROPANE;O-METHOXY PHENYL CYCLOXYPROPYL ETHER;1,2-epoxy-3-(o-methoxyphenoxy)-propan;1,2-epoxy-3-(o-methoxyphenoxy)propane;3-(2-Methoxphenoxy)-1,2-epoxypropane;Oxirane,2-[(2-Methoxyphenoxy)Methyl]- |
| CAS: | 2210-74-4 |
| MF: | C10H12O3 |
| MW: | 180.2 |
| EINECS: | 218-644-8 |
| Product Categories: | INTERMEDIATESOFRANOLAZINE;API intermediates;Ranolazine;Various Intermediates;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals;Ranolazine intermediate;2210-74-4 |
| Mol File: | 2210-74-4.mol |
Guaiacol glycidyl ether Chemical Properties
| Melting point | 33-36°C |
| Boiling point | 152-158℃ |
| density | 1.142±0.06 g/cm3(Predicted) |
| RTECS | TZ3550000 |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | soluble in Chloroform, Methanol |
| form | Solid |
| color | Off-white |
| Water Solubility | 4.21g/L at 20℃ |
| Major Application | pharmaceutical |
| InChI | InChI=1S/C10H12O3/c1-11-9-4-2-3-5-10(9)13-7-8-6-12-8/h2-5,8H,6-7H2,1H3 |
| InChIKey | RJNVSQLNEALZLC-UHFFFAOYSA-N |
| SMILES | O1CC1COC1=CC=CC=C1OC |
| LogP | 1.54 at 25℃ |
| CAS DataBase Reference | 2210-74-4(CAS DataBase Reference) |
Safety Information
| WGK Germany | WGK 3 |
| HS Code | 29109000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Skin Irrit. 2 Skin Sens. 1 |
| Chemical Properties | White Crystalline Solid |
| Uses | Ranolazine intermediate |
| Flammability and Explosibility | Non flammable |
| Synthesis | 90-05-1 106-89-8 2210-74-4 To a round-bottomed flask was added 2.5 L of water followed by 80 g of sodium hydroxide and stirred until completely dissolved. Next, 500 g of guaiacol and 1.12 kg of 1-chloro-2,3-epoxypropane were added and the reaction was continuously stirred at 25-35°C for 5-6 hours. After completion of the reaction, the organic layer was separated. To the separated obtained epichlorohydrin layer was added 160 g of sodium hydroxide dissolved in 2.5 L of water and stirring was continued at 25-30 °C for 3-4 hours. The organic layer was again separated and the organic layer was washed with 150 g of sodium hydroxide dissolved in 1.5 L of water. Subsequently, the product layer was distilled at 90°C and 600-700 mmHg under vacuum to recover excess epichlorohydrin, resulting in 650-680 g of oily product. To this crude product was added 3.0 L of isopropanol, cooled to 0 °C and filtered to give 1-(2-methoxyphenoxy)-2,3-epoxypropane (3). Yield: 80%; purity >98%. |
| References | [1] Organic Process Research and Development, 2012, vol. 16, # 10, p. 1660 - 1664 [2] Medicinal Chemistry Research, 2004, vol. 13, # 8-9, p. 631 - 642 [3] Synthetic Communications, 1994, vol. 24, # 6, p. 833 - 838 [4] Tetrahedron, 2006, vol. 62, # 47, p. 10968 - 10979 [5] Angewandte Chemie - International Edition, 2014, vol. 53, # 26, p. 6641 - 6644 |
Guaiacol glycidyl ether Preparation Products And Raw materials
| Raw materials | Epichlorohydrin-->Guaiacol-->Water-->Sodium hydroxide |
| Preparation Products | Ranolazine |
