查看“︁四氢噻喃”︁的源代码

{{NoteTA|G1=Chemistry}}
{{Chembox
| ImageFile=Thiane.svg
| ImageSize = 160px
|Section1={{Chembox Identifiers
| CASNo= 1613-51-0
| CASNo_Ref = {{cascite|correct|CAS}}
| EC-number= 216-561-1
| PubChem         = 15367
| ChemSpider      = 14628
| SMILES=S1CCCCC1
}}
|Section2={{Chembox Properties
| C=5|H=10|S=1
| Appearance= 无色液体
| Density= 0.99 g·cm<sup>−3</sup><ref>G. H. Jeffery, R. Parker, A. I. Vogel in: ''J. Chem. Soc.'' '''1961''', 570–574.</ref>
| MeltingPt= 19 °C<ref>D. Vedal, O. H. Ellestad, P. Klaboe, G. Hagen in: ''Spectrochim. Acta Part A'' '''1975''', ''31'', 355–372.</ref>
| BoilingPt= 140–142 °C<ref>R. L. Crumbie, D. D. Ridley in: ''Aust. J. Chem.'' '''1979''', ''32'', 2777–2781.</ref>
| Solubility= 
}}
|Section3={{Chembox Structure
| Reference=<ref>S. Kondo in: ''Bull. Chem. Soc. Jpn.'' '''1956''', ''29'', 999.</ref>
| LattConst_a=869 pm
| CrystalStruct=立方晶系
}}
| Section4 = {{Chembox Related
| OtherCpds = [[噻喃]]<br>[[1,4-二硫杂环己烷]]
}}
}}

'''四氢噻喃'''是化学式 C<sub>5</sub>H<sub>10</sub>S的[[杂环化合物]]。

== 制备==
四氢噻喃可以由[[1,5-二溴戊烷]]和[[硫化钠]]反应而成：<ref>{{cite journal | last=NAGASAWA | first=KAZUO | last2=YONETA | first2=AKEMI | title=Organosulfur chemistry. II. Use of dimethyl sulfoxide; A facile synthesis of cyclic sulfides. | journal=Chemical and Pharmaceutical Bulletin | publisher=Pharmaceutical Society of Japan | volume=33 | issue=11 | year=1985 | issn=0009-2363 | doi=10.1248/cpb.33.5048 | pages=5048–5052}}</ref>

:<math>\mathrm{Br{-}(CH_2)_5{-}Br + Na_2S \longrightarrow}</math> <math>\mathrm{C_5H_{10}S + 2 \ NaBr}</math>

它也可以由[[5-溴-1-戊硫醇]]和[[氢化钠]]反应而成：<ref>{{cite journal | last=Anderson | first=M. B. | last2=Ranasinghe | first2=M. G. | last3=Palmer | first3=J. T. | last4=Fuchs | first4=P. L. | title=Cytochalasin support studies. 10. Nucleophilic and electrophilic mercaptanylations via 2-(trimethylsilyl)ethanethiol-derived reagents | journal=The Journal of Organic Chemistry | publisher=American Chemical Society (ACS) | volume=53 | issue=13 | year=1988 | issn=0022-3263 | doi=10.1021/jo00248a045 | pages=3125–3127}}</ref>

:<math>\mathrm{Br{-}(CH_2)_5{-}SH + NaH \longrightarrow}</math> <math>\mathrm{C_5H_{10}S + NaBr + H_2 \ }</math>

[[1,5-二氯戊烷]]和[[硫化钠]]的反应也能得到四氢噻喃。<ref>{{Alfa|A12433|Name=1,5-Dichloropentane, 98%|Datum=2018-10-29}}</ref>

== 反应==
四氢噻喃和[[溴乙酸]]反应，生成锍盐：<ref>E. Ziegler, H. Wittmann, H. Sterk in: ''Monatsh. Chem.'' '''1987''', ''118'', 115–126.</ref>

[[File:Thiane nucleophile.svg|500px]]

== 参考资料==
<references />

{{organic-compound-stub}}

{{环状化合物}}

[[Category:含硫杂环]]
[[Category:硫醚]]