四氢噻喃-4-醇

四氢噻喃-4-醇
别名	4-羟基四氢噻喃
识别
CAS号	29683-23-6
性质
化学式	C5H10OS
摩尔质量	118.2 g·mol−1
外观	浅黄色油状液体
熔点	53 °C（326 K）
沸点	103—104 °C（376—377 K）（9 torr）
相关物质
相关化学品	四氢噻喃
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

四氢噻喃-4-醇是一种有机硫化合物，化学式为C₅H₁₀OS。它可由四氢噻喃-4-酮的还原反应制得，还原剂可选用氢气^[3]、硫化氢^[4]、硼氢化钠^[5]、氢化铝锂^[6]等。它和高碘酸钾反应，可以被氧化为砜（四氢噻喃-4-醇-1,1-二氧化物）。^[7]

参考文献

^ ^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. （原始内容存档于2021-10-20）（英语）.
^ 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 （英语）.
^ 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. （原始内容存档于2021-10-19）（英语）.
^ 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 （英语）.
^ 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. （原始内容存档于2020-02-10）（英语）.
^ 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. （原始内容存档于2021-10-20）（英语）.

[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 （英语）.

[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. （原始内容存档于2021-10-19）（英语）.

[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 （英语）.

[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. （原始内容存档于2020-02-10）（英语）.

[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.

[3]

[4]

[5]

[6]

[7]

[1]

[2]