|
|
| | Guaiacol glycidyl ether Basic information |
| | 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) |
| WGK Germany | WGK 3 | | HS Code | 29109000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Skin Irrit. 2
Skin Sens. 1 |
| | Guaiacol glycidyl ether Usage And Synthesis |
| Chemical Properties | White Crystalline Solid | | Uses | Ranolazine intermediate | | Flammability and Explosibility | Non flammable | | Synthesis | 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 |
|