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硫氰酸苄酯

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硫氰酸苄酯
别名 硫氰酸苯甲酯
硫氰化苄
识别
CAS号 3012-37-1  checkY
性质
化学式 C8H7NS
摩尔质量 149.21 g·mol−1
熔点 43 °C[1]
沸点 142 °C(3 torr)[2]
232 °C[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

硫氰酸苄酯是一种有机化合物,化学式为C6H5CH2SCN。它可由氯化苄溴化苄和三甲基异硫氰化硅在HMPA中反应得到,改变反应条件(如溶剂替换为HAPA或DMF),会同时得到一定量的异构体异硫氰酸苄酯[3]硫氰酸钾[4]硫氰酸钠[5]也可用作硫氰化试剂。

硫氰酸酯异构酶英语thiocyanate isomerase作用下,它会部分转化为异硫氰酸苄酯[6]

参考文献

  1. ^ 1.0 1.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-10-18].
  2. ^ J. Burski, J. Kieszkowski, J. Michalski, M. Pakulski, A. Skowronska. Synthesis of isothiocyanatophosphoranes and isothiocyanatophosphonium salts via oxidative addition of thiocyanogen and ligand substitution. Tetrahedron. 1983-01, 39 (24): 4175–4181 [2021-10-18]. doi:10.1016/S0040-4020(01)88637-3. (原始内容存档于2018-06-29) (英语). 
  3. ^ Kozaburo Nishiyama, Makoto Oba. Substitution Reaction of Organic Halide by Trimethylsilyl Isothiocyanate: Formation of Thiocyanate and Its Rearrangement to Isothiocyanate. Bulletin of the Chemical Society of Japan. 1987-07, 60 (7): 2692–2694 [2021-10-18]. ISSN 0009-2673. doi:10.1246/bcsj.60.2692. (原始内容存档于2021-10-21) (英语). 
  4. ^ Takashi Ando, James H. Clark, David G. Cork, Mitsue Fujita, Takahide Kimura. Inorganic-solid-supported potassium thiocyanate: study of reagent preparation and a convenient synthesis of tert-alkyl thiocyanates. The Journal of Organic Chemistry. 1987-02, 52 (4): 681–685 [2021-10-18]. ISSN 0022-3263. doi:10.1021/jo00380a037. (原始内容存档于2021-10-20) (英语). 
  5. ^ Jing Li, Jing-jing Cao, Jun-fa Wei, Xian-ying Shi, Li-hui Zhang, Jin-juan Feng, Zhan-guo Chen. Ionic Liquid Brush as a Highly Efficient and Reusable Catalyst for On-Water Nucleophilic Substitutions. European Journal of Organic Chemistry. 2011-01, 2011 (2): 229–233 [2021-10-18]. doi:10.1002/ejoc.201001227 (英语). 
  6. ^ Virtanen AI (September 1962). "On enzymic and chemical reactions in crushed plants". Archives of Biochemistry and Biophysics. Suppl 1: 200–8. PMID 13997458.