四氫噻喃-4-醇

四氫噻喃-4-醇
別名	4-羥基四氫噻喃
識別
CAS號	29683-23-6
性質
化學式	C5H10OS
摩爾質量	118.2 g·mol−1
外觀	淺黃色油狀液體
熔點	53 °C（326 K）
沸點	103—104 °C（376—377 K）（9 torr）
相關物質
相關化學品	四氫噻喃
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

四氫噻喃-4-醇是一種有機硫化合物，化學式為C₅H₁₀OS。它可由四氫噻喃-4-酮的還原反應製得，還原劑可選用氫氣^[3]、硫化氫^[4]、硼氫化鈉^[5]、氫化鋁鋰^[6]等。它和高碘酸鉀反應，可以被氧化為碸（四氫噻喃-4-醇-1,1-二氧化物）。^[7]

參考文獻

^ ^1.0 ^1.1 Olsen, Sigurd; Rutland, Carl. Reaction of formaldehyde with 1-butene-4-thiol and 3,6-dihydro-2H-thiapyran. New syntheses of thiopyran compounds. Chemische Berichte, 1953. 86: 361-366.
^ C. H. Chen, G. A. Reynolds, N. Zumbulyadis, J. A. Van Allan. Synthesis of 5,6-dihydro-2 H -thiopyrans. Journal of Heterocyclic Chemistry. 1978-03, 15 (2): 289–291 [2021-10-18]. doi:10.1002/jhet.5570150221. （原始內容存檔於2021-10-20）（英語）.
^ Suresh Mummadi, Amandeep Brar, Guoqiang Wang, Dustin Kenefake, Rony Diaz, Daniel K. Unruh, Shuhua Li, Clemens Krempner. “Inverse” Frustrated Lewis Pairs: An Inverse FLP Approach to the Catalytic Metal Free Hydrogenation of Ketones. Chemistry – A European Journal. 2018-11-07, 24 (62): 16526–16531 [2021-10-18]. ISSN 0947-6539. doi:10.1002/chem.201804370 （英語）.
^ Sebastián Barata-Vallejo, Carla Ferreri, Bernard T. Golding, Chryssostomos Chatgilialoglu. Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water. Organic Letters. 2018-07-20, 20 (14): 4290–4294 [2021-10-18]. ISSN 1523-7060. doi:10.1021/acs.orglett.8b01713. （原始內容存檔於2021-10-19）（英語）.
^ Roman M. Chabanenko, Svitlana Yu. Mykolenko, Eugene K. Kozirev, Vitalii A. Palchykov. Multigram scale synthesis of 3,4- and 3,6-dihydro-2 H -thiopyran 1,1-dioxides and features of their NMR spectral behavior. Synthetic Communications. 2018-09-02, 48 (17): 2198–2205 [2021-10-18]. ISSN 0039-7911. doi:10.1080/00397911.2018.1486427 （英語）.
^ Cornelis A. van Walree, Martin Lutz, Anthony L. Spek, Leonardus W. Jenneskens, Remco W.A. Havenith. Molecular and solid state structure of 4,4′-bis(tetrahydrothiopyranyl). Journal of Molecular Structure. 2013-03, 1036: 115–120 [2021-10-18]. doi:10.1016/j.molstruc.2012.09.068. （原始內容存檔於2020-02-10）（英語）.
^ Thomas Rölle, Robert H. Grubbs. Ring closing metathesis in protic media by means of a neutral and polar ruthenium benzylidene complex. Chemical Communications. 2002-05-09, (10): 1070–1071 [2021-10-18]. doi:10.1039/b201865a.

[Olsen-1] 1.0 ^1.1 Olsen, Sigurd; Rutland, Carl. Reaction of formaldehyde with 1-butene-4-thiol and 3,6-dihydro-2H-thiapyran. New syntheses of thiopyran compounds. Chemische Berichte, 1953. 86: 361-366.

[2] C. H. Chen, G. A. Reynolds, N. Zumbulyadis, J. A. Van Allan. Synthesis of 5,6-dihydro-2 H -thiopyrans. Journal of Heterocyclic Chemistry. 1978-03, 15 (2): 289–291 [2021-10-18]. doi:10.1002/jhet.5570150221. （原始內容存檔於2021-10-20）（英語）.

[3] Suresh Mummadi, Amandeep Brar, Guoqiang Wang, Dustin Kenefake, Rony Diaz, Daniel K. Unruh, Shuhua Li, Clemens Krempner. “Inverse” Frustrated Lewis Pairs: An Inverse FLP Approach to the Catalytic Metal Free Hydrogenation of Ketones. Chemistry – A European Journal. 2018-11-07, 24 (62): 16526–16531 [2021-10-18]. ISSN 0947-6539. doi:10.1002/chem.201804370 （英語）.

[4] Sebastián Barata-Vallejo, Carla Ferreri, Bernard T. Golding, Chryssostomos Chatgilialoglu. Hydrogen Sulfide: A Reagent for pH-Driven Bioinspired 1,2-Diol Mono-deoxygenation and Carbonyl Reduction in Water. Organic Letters. 2018-07-20, 20 (14): 4290–4294 [2021-10-18]. ISSN 1523-7060. doi:10.1021/acs.orglett.8b01713. （原始內容存檔於2021-10-19）（英語）.

[5] Roman M. Chabanenko, Svitlana Yu. Mykolenko, Eugene K. Kozirev, Vitalii A. Palchykov. Multigram scale synthesis of 3,4- and 3,6-dihydro-2 H -thiopyran 1,1-dioxides and features of their NMR spectral behavior. Synthetic Communications. 2018-09-02, 48 (17): 2198–2205 [2021-10-18]. ISSN 0039-7911. doi:10.1080/00397911.2018.1486427 （英語）.

[6] Cornelis A. van Walree, Martin Lutz, Anthony L. Spek, Leonardus W. Jenneskens, Remco W.A. Havenith. Molecular and solid state structure of 4,4′-bis(tetrahydrothiopyranyl). Journal of Molecular Structure. 2013-03, 1036: 115–120 [2021-10-18]. doi:10.1016/j.molstruc.2012.09.068. （原始內容存檔於2020-02-10）（英語）.

[7] Thomas Rölle, Robert H. Grubbs. Ring closing metathesis in protic media by means of a neutral and polar ruthenium benzylidene complex. Chemical Communications. 2002-05-09, (10): 1070–1071 [2021-10-18]. doi:10.1039/b201865a.

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