4-thiocyanatobutyronitrile | 53310-51-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫氰酸盐
• 英文名称: 4-thiocyanatobutyronitrile
• 英文别名: 4-thiocyanatobutanenitrile；2-Thia-adiponitril；4-Rhodan-butyronitril；γ-Rhodan-buttersaeure-nitril；γ-Rhodan-butyronitril；3-Cyanopropyl thiocyanate
• CAS: 53310-51-3
• 化学式: C₅H₆N₂S
• 分子量: 126.182
• InChiKey: WSOUOWVQTBAUOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-thiocyanatobutyronitrile 在 硫酸 作用下， 生成 5,6-二硫杂-癸二酸二酰胺
  参考文献：
  名称：

  Gabriel, Chemische Berichte, 1890, vol. 23, p. 2491

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯丁腈 、 potassium thioacyanate 生成 4-thiocyanatobutyronitrile
  参考文献：
  名称：

  Gabriel, Chemische Berichte, 1890, vol. 23, p. 2491

  摘要：

  DOI：

文献信息

• Copper-catalyzed thiocyanation of cyclobutanone oxime esters using ammonium thiocyanate
  作者：Xia Zhao、Tengteng Sun、Wenxin Gu、Jingwen Qin、Kui Lu、Fei Ye

  DOI：10.1039/d3ob01898a

  日期：——

  copper-catalyzed thiocyanation of cycloketone oxime esters with ammonium thiocyanate has been developed for the first time. This innovative approach allows access to cyano and thiocyano bifunctionally substituted alkanes, which can be further transformed into their respective trifluoromethylthiol-substituted or difluoromethylthiol-substituted alkylnitriles, alkynyl sulfides, and phosphorothioate esters. The readily

  首次开发了铜催化环酮肟酯与硫氰酸铵的硫氰化反应。这种创新方法允许获得氰基和硫氰基双官能取代的烷烃，这些烷烃可以进一步转化为各自的三氟甲硫基取代或二氟甲硫基取代的烷基腈、炔基硫醚和硫代磷酸酯。硫氰酸铵的易得性和铜催化剂的成本效益使该方法成为合成含硫烷基腈的有前途的策略。
• Reactions of Organic Anions. LII¹. Reactions of Organic Thiocyanates with Carbanions in Aqueous Medium
  作者：M. MĄKOSZA、M. FEDORYŃSKI

  DOI：10.1055/s-1974-23287

  日期：——
• Bacteriostats. II.¹ The Chemical and Bacteriostatic Properties of Isothiocyanates and their Derivatives
  作者：A. F. McKay、D. L. Garmaise、R. Gaudry、H. A. Baker、G. Y. Paris、R. W. Kay、G. E. Just、R. Schwartz

  DOI：10.1021/ja01525a057

  日期：1959.8
• Easy Access to Phosphonothioates
  作者：Pierre-Yves Renard、Hervé Schwebel、Philippe Vayron、Ludovic Josien、Alain Valleix、Charles Mioskowski

  DOI：10.1002/1521-3765(20020703)8:13<2910::aid-chem2910>3.0.co;2-r

  日期：2002.7.3

  A new and particularly mild method for the formation of phosphorus-sulfur bonds has been achieved through base-catalyzed addition of thiocyanate to the corresponding H-phosphine oxide, phosphinate, or phosphonate. This reaction procedure offers many advantages: the use as starting material of a stable and not oxygen-sensitive phosphorus(v) species, particularly mild and nonaqueous reaction conditions and workup (a pivotal point for these sensitive phosphonothioates), and, through optimized access to thiocyanates, a wider scope of substrates. This method has been applied to achieve the synthesis of substrate analogues for the study of antibody-catalyzed hydrolysis of acetylcholinesterase inhibitor PhX (11).
• Optimized access to alkyl thiocyanates
  作者：Pierre-Yves Renard、Hervé Schwebel、Philippe Vayron、Eric Leclerc、Sonia Dias、Charles Mioskowski

  DOI：10.1016/s0040-4039(01)01846-9

  日期：2001.11

  Functionalized alkyl thiocyanates are synthesized in high yields from corresponding halides via in situ formation of tetra n-butylammonium thiocyanate. Use of this mild but efficient thiocyanation reagent limits the amounts of by-products. (C) 2001 Elsevier Science Ltd. All rights reserved.