四氫噻喃

四氫噻喃是化學式 C₅H₁₀S的雜環化合物。

製備[編輯]

四氫噻喃可以由1,5-二溴戊烷和硫化鈉反應而成：^[5]

\mathrm {Br{-}(CH_{2})_{5}{-}Br+Na_{2}S\longrightarrow }

\mathrm {C_{5}H_{10}S+2\ NaBr}

它也可以由5-溴-1-戊硫醇和氫化鈉反應而成：^[6]

\mathrm {Br{-}(CH_{2})_{5}{-}SH+NaH\longrightarrow }

\mathrm {C_{5}H_{10}S+NaBr+H_{2}\ }

1,5-二氯戊烷和硫化鈉的反應也能得到四氫噻喃。^[7]

四氫噻喃和溴乙酸反應，生成鋶鹽：^[8]

^ G. H. Jeffery, R. Parker, A. I. Vogel in: J. Chem. Soc. 1961, 570–574.
^ D. Vedal, O. H. Ellestad, P. Klaboe, G. Hagen in: Spectrochim. Acta Part A 1975, 31, 355–372.
^ R. L. Crumbie, D. D. Ridley in: Aust. J. Chem. 1979, 32, 2777–2781.
^ S. Kondo in: Bull. Chem. Soc. Jpn. 1956, 29, 999.
^ NAGASAWA, KAZUO; YONETA, AKEMI. Organosulfur chemistry. II. Use of dimethyl sulfoxide; A facile synthesis of cyclic sulfides.. Chemical and Pharmaceutical Bulletin (Pharmaceutical Society of Japan). 1985, 33 (11): 5048–5052. ISSN 0009-2363. doi:10.1248/cpb.33.5048.
^ Anderson, M. B.; Ranasinghe, M. G.; Palmer, J. T.; Fuchs, P. L. Cytochalasin support studies. 10. Nucleophilic and electrophilic mercaptanylations via 2-(trimethylsilyl)ethanethiol-derived reagents. The Journal of Organic Chemistry (American Chemical Society (ACS)). 1988, 53 (13): 3125–3127. ISSN 0022-3263. doi:10.1021/jo00248a045.
^ Datenblatt 1,5-Dichloropentane, 98% bei AlfaAesar, abgerufen am {{{Abruf}}}.
^ E. Ziegler, H. Wittmann, H. Sterk in: Monatsh. Chem. 1987, 118, 115–126.

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