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| | TETRAHYDROTHIOPYRAN-4-OL 97 Basic information |
| | TETRAHYDROTHIOPYRAN-4-OL 97 Chemical Properties |
| Melting point | 47-51 °C (lit.) | | Boiling point | 70°C/0.05mmHg(lit.) | | density | 1.148±0.06 g/cm3(Predicted) | | Fp | >230 °F | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 14.56±0.20(Predicted) | | form | powder to lump | | color | White to Almost white | | InChI | 1S/C5H10OS/c6-5-1-3-7-4-2-5/h5-6H,1-4H2 | | InChIKey | YODQQARABJQLIP-UHFFFAOYSA-N | | SMILES | OC1CCSCC1 |
| RIDADR | UN 3335 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2934999090 | | Storage Class | 11 - Combustible Solids |
| | TETRAHYDROTHIOPYRAN-4-OL 97 Usage And Synthesis |
| Uses | Tetrahydrothiopyran-4-ol is a sulfur containing heterocyclic building block. Tetrahydrothiopyran-4-ol can be synthesized from tetrahydrothiopyran-4-one. It participates in the synthesis of 4-hydroxyl-1-methyltetrahydrothiopyranium iodide. | | General Description | Tetrahydrothiopyran-4-ol is a sulfur containing heterocyclic building block. Tetrahydrothiopyran-4-ol can be synthesized from tetrahydrothiopyran-4-one. It participates in the synthesis of 4-hydroxyl-1-methyltetrahydrothiopyranium iodide. | | Synthesis | GENERAL METHOD: Tetrahydrothiopyran-4-one (40.10 g, 0.271 mol) was dissolved in methanol (700 mL), and sodium borohydride (15.36 g, 0.406 mol) was added in batches under ice-bath cooling, and the reaction was stirred for 1 hr. (NOTE: the reaction is exothermic and violent). Subsequently, the reaction mixture was continued to be stirred at 20°C for 2 hours. After completion of the reaction, the solvent was removed by concentration under reduced pressure to give a solid residue. To the residue was added a mixture of saturated aqueous sodium bicarbonate (150 mL) and ethyl acetate (250 mL) (Note: the product is soluble in water). After vigorous shaking, the organic layer was separated and the aqueous layer was further extracted with ethyl acetate (4 x 250 mL). All organic layers were combined, dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure to give the target product tetrahydro-2H-thiopyran-4-ol. | | References | [1] Synthetic Communications, 2018, vol. 48, # 17, p. 2198 - 2205
[2] Chemistry - A European Journal, 2018, vol. 24, # 62, p. 16526 - 16531
[3] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 9, p. 2739 - 2750
[4] Chemical Communications (Cambridge, United Kingdom), 2002, # 10, p. 1070 - 1071
[5] Patent: EP3342765, 2018, A1. Location in patent: Paragraph 0337 |
| | TETRAHYDROTHIOPYRAN-4-OL 97 Preparation Products And Raw materials |
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