5-Hexenylthiocyanat | 31246-84-1

• 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: 5-Hexenylthiocyanat
• 英文别名: 6-thiocyanatohex-1-ene；(6-thiocyano)-hexen-1-yl；5-Hexenyl thiocyanate；hex-5-enyl thiocyanate
• CAS: 31246-84-1
• 化学式: C₇H₁₁NS
• 分子量: 141.237
• InChiKey: IAVRLKGIJBOQFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Hexenylthiocyanat 在 叔丁基过氧化氢 、 calcium carbonate 、 sodium iodide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 6-甲硫基己基异硫氰酸酯
  参考文献：
  名称：

  Structure–Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard

  摘要：

  Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPAL The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are effect of carbon chain length and substituents of ITCs, the not known except for a few compounds. To investigate the TRPA1-activiting ability ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency,. the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small.

  DOI：

  10.1021/acs.jnatprod.5b00272
• 作为产物：
  描述：

  6-溴-1-己烯 在 potassium thioacyanate 作用下， 以 丙酮 为溶剂， 生成 5-Hexenylthiocyanat
  参考文献：
  名称：

  II. Kinetics of ligand transfer oxidation of alkyl radicals. Evidence for carbonium ion intermediates

  摘要：

  DOI：

  10.1021/jo00820a009

文献信息

• Synthesis of (benzenesulfonyl)difluoromethyl thioethers from ((difluoromethyl)sulfonyl)benzene and organothiocyanates generated <i>in situ</i>
  作者：Cheng Wu、Xiao Shen、Jianjun Dai、Jun Xu、Huajian Xu

  DOI：10.1039/d1ob01215k

  日期：——

  available aryl and alkyl thiocyanates were converted into the corresponding (benzenesulfonyl)difluoromethyl thioethers via the direct nucleophilic substitution of ((difluoromethyl)-sulfonyl)benzene under transition metal free conditions. Combined with various thiocyanation methods, this reaction can allow late-stage (benzenesulfonyl)difluoromethylthiolation of alkyl halides and aryl diazonium salts.

  在无过渡金属条件下，通过((二氟甲基)-磺酰基) 苯的直接亲核取代将容易获得的芳基和烷基硫氰酸酯转化为相应的 (苯磺酰基) 二氟甲基硫醚。结合各种硫氰化方法，该反应可以实现烷基卤化物和芳基重氮盐的后期（苯磺酰基）二氟甲基硫醇化。
• Microwave-Assisted Cross-Metathesis of Unsaturated Thiocyanates: Application to the Synthesis of Thiocyanatins A and B and Analogues
  作者：Olivier Piva、Fanny Cros、Béatrice Pelotier

  DOI：10.1055/s-0029-1217089

  日期：2010.1

  The syntheses of thiocyanatin B and related dithiocyanates have been carried out by cross metathesis of unsaturated thiocyanates promoted by a ruthenium catalyst. The efficiency of the reaction depends strongly on the nature of the catalyst, the length of the alkenyl chain, and the mode of activation (conventional heating or microwave activation). In the later case, isomerization of double bonds took place and altered the course of the reaction. Alternatively, thiocyanatins A and B were synthesized by only a three-step and a two-step procedure, respectively, from readily available tosylates.

  硫氰酸铂 B 和相关二硫代氰酸酯的合成是通过不饱和硫氰酸盐在钌催化剂的促进下进行交叉偏析来实现的。反应的效率在很大程度上取决于催化剂的性质、烯基链的长度和活化方式（传统加热或微波活化）。在后一种情况下，双键发生了异构化，改变了反应的进程。另外，硫氰酸盐 A 和 B 也分别只需三步和两步就能从现成的对甲苯磺酸盐中合成。
• Trialkyl(alkenylthio)stannanes
  作者：M. G. Voronkov、E. L. Dubinskaya、G. N. Legov、O. S. Stankevich、L. E. Protasova、S. G. Shevchenko、T. N. Aksamentova

  DOI：10.1007/bf00698892

  日期：1993.12

  Previously unknown trialkyl(alkenylthio)stannanes were obtained by the interaction of alkenyl thiocyanates with trialkyl(methoxy)stannanes; some of their properties and transformations were studied.

  以前未知的三烷基（链烯硫基）锡烷是通过链烯基硫氰酸酯与三烷基（甲氧基）锡烷的相互作用获得的；研究了它们的一些性质和转换。
• Electronic component including molecular layer
  申请人：MERCK PATENT GMBH

  公开号：US10741778B2

  公开（公告）日：2020-08-11

  An electronic component (10) comprising a plurality of switching elements (1) which comprise, in this sequence, a first electrode (16), a molecular layer (18) bonded to a substrate, and a second electrode (20), where the molecular layer essentially consists of molecules (M) which contain a connecting group (V) and an end group (E) having a polar or ionic function, is suitable as memristive device for digital information storage.

  一种由多个开关元件（1）组成的电子元件（10），这些开关元件（1）依次包括： 第一电极 (16) 一个分子层（18），粘接在基板上，以及 第二电极 (20)、 其中，分子层主要由分子（M）组成，分子（M）含有连接基团（V）和具有极性或离子功能的末端基团（E）、 适用于数字信息存储的存储器件。
• Giffard, Michel; Leaute, Isabelle, Journal of Chemical Research - Part S
  作者：Giffard, Michel、Leaute, Isabelle

  DOI：——

  日期：——