| Identification | Back Directory | [Name]
TETRAHYDROTHIOPYRAN-4-OL 97 | [CAS]
29683-23-6 | [Synonyms]
thian-4-ol
4-Hydroxythiane
Thiacyclohexane-4-ol
Tetrahydro-2H-thiopyran-4-O
Thiopyran-4-ol, tetrahydro-
4-Hydroxytetrahydrothiopyran
TETRAHYDROTHIOPYRAN-4-OL 97
2H-thiopyran-4-ol, tetrahydro-
4-hydroxy-tetrahydro-2H-thiopyran
Tetrahydro-2H-thiopyran-4-ol | [Molecular Formula]
C5H10OS | [MDL Number]
MFCD02942489 | [MOL File]
29683-23-6.mol | [Molecular Weight]
118.199 |
| Chemical Properties | Back Directory | [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 | [form ]
powder to lump | [pka]
14.56±0.20(Predicted) | [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 |
| Safety Data | Back Directory | [RIDADR ]
UN 3335 | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
2934999090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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 |
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|