1,2-bis(thiocyanatomethyl)benzene | 62855-78-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-bis(thiocyanatomethyl)benzene
• 英文别名: o-xylylene-bis thiocyanate；o-Xylylendirhodanid；1¹.2¹-Dirhodan-1.2-dimethyl-benzol；o-Xylylen-bis-thiocyanat；[2-(Thiocyanatomethyl)phenyl]methyl thiocyanate
• CAS: 62855-78-1
• 化学式: C₁₀H₈N₂S₂
• 分子量: 220.319
• InChiKey: KCSZKXWLMGMKNT-UHFFFAOYSA-N

物化性质

• 熔点：
  79 °C
• 沸点：
  389.3±22.0 °C(Predicted)
• 密度：
  1.297±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  98.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(thiocyanatomethyl)benzene 在 benzyltriethylammonium tetrathiomolybdate 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以73%的产率得到1,4-dihydrobenzo-2,3-dithiane
  参考文献：
  名称：

  Reductive dimerization of organic thiocyanates to disulfides mediated by tetrathiomolybdate

  摘要：

  An interesting reductive dimerization of organic thiocyanates assisted by benzyltriethylammonium tetrathiomolybdate, [(PhCH(2)NEt(3))(2)MoS4], 1, leads to the formation of the corresponding disulfides in high yields.

  DOI：

  10.1021/jo00127a017
• 作为产物：
  描述：

  potassium thioacyanate 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 作用下， 生成 1,2-bis(thiocyanatomethyl)benzene
  参考文献：
  名称：

  Strzelecka, Chemisches Zentralblatt, 1909, vol. 80, # II, p. 1551

  摘要：

  DOI：

文献信息

• Potent anti-proliferative activities of organochalcogenocyanates towards breast cancer
  作者：Kaustav Banerjee、Ganesan Padmavathi、Debojit Bhattacherjee、Suchismita Saha、Ajaikumar B. Kunnumakkara、Krishna P. Bhabak

  DOI：10.1039/c8ob01891j

  日期：——

  The synthesis of benzylic and mesitylenic organochalcogenocyanates has been described and the compounds have been studied for their anti-proliferative activities in breast cancer cells (MDA-MB-231, MCF-7 and T-47D).

  苯基和间甲苯基有机硫、硒、碲氰酸盐的合成已经被描述，并且这些化合物已经被研究其在乳腺癌细胞（MDA-MB-231、MCF-7和T-47D）中的抗增殖活性。
• Revisiting Nucleophilic Substitution Reactions:  Microwave-Assisted Synthesis of Azides, Thiocyanates, and Sulfones in an Aqueous Medium
  作者：Yuhong Ju、Dalip Kumar、Rajender S. Varma

  DOI：10.1021/jo061114h

  日期：2006.8.1

  practical, rapid, and efficient microwave (MW) promoted synthesis of various azides, thiocyanates, and sulfones is described in an aqueous medium. This general and expeditious MW-enhanced nucleophilic substitution approach uses easily accessible starting materials such as halides or tosylates in reaction with alkali azides, thiocyanates, or sulfinates in the absence of any phase-transfer catalyst, and

  在水性介质中描述了实用，快速且有效的微波（MW）促进的各种叠氮化物，硫氰酸盐和砜的合成。这种通用且快速的增强MW的亲核取代方法在不存在任何相转移催化剂的情况下，使用易于获得的起始原料（例如卤化物或甲苯磺酸盐）与碱金属叠氮化物，硫氰酸盐或亚磺酸盐进行反应，并且可以耐受多种反应性官能团。
• Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands
  作者：Ali A. Husain、Kirpal S. Bisht

  DOI：10.1021/acs.joc.0c01150

  日期：2020.8.7

  resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- and environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic

  三种空间定向间苯二酚[4]芳烃cavitand糖共轭物（RCGs）系列已被用作高效可回收和可重复使用的反相转移催化剂，用于生态和环境友好的硫氰化和2-氨基-1,3-噻唑在水中的形成反应。结果表明，在不使用任何共有机溶剂的情况下，RCG（1摩尔％）能够在水中容纳和催化各种水不溶性溴/硫氰酸根基质。在使用DCM或乙酸乙酯对所需产物进行简单萃取后，再对回收的含有HCG催化剂的水溶液进行处理，还检查了RCG催化体系RCG1和RCG3的可回收性和可重复使用性。RCG催化剂进入下一个反应周期。
• Thiourea‐Based Tritopic Halogen‐Bonding Acceptors
  作者：Lauri Happonen、Milla Mattila、Ivan Peshev、Arttu Lehikoinen、Arto Valkonen

  DOI：10.1002/asia.202300031

  日期：——

  Sulfur as halogen bonding acceptor has been inadequately characterized. A series of thiourea motifs containing tritopic receptors with halogen-bonding acceptor capabilities were synthesized in this study via tris(isothiocyanate) intermediates. Five new halogen-bonded complexes of these receptors were described, which were accepting highly linear C−I⋅⋅⋅S interactions from three different diiodotetrafluorobenzene

  作为卤素键合受体的硫尚未得到充分表征。本研究通过三（异硫氰酸酯）中间体合成了一系列含有具有卤素键受体能力的三位体受体的硫脲基序。描述了这些受体的五种新的卤素键合复合物，它们接受来自三种不同二碘四氟苯供体的高度线性 C−I⋅⋅⋅S 相互作用。
• Direct synthesis by cationic polymerization of nitrogen-containing polymers
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0349195A2

  公开（公告）日：1990-01-03

  A method is provided for the direct synthesis of novel polymeric materials functionalized with desirable nitrogen-containing functional groups such as terminal azido, cuano, carbonylamino or thiocarbonylamino groups. Polymerization and functionalization occur in a substantially simultaneous manner. All necessary reactants for the functionalization are present when polymerization is initiated. The nitrogen-containing functional group is provided as a part of a molecule having a release moiety which is preferably resonance stabilized or of tertiary alkyl type and which acts to aid the nitrogen-containing species in functioning as a leaving group.

  本发明提供了一种直接合成新型聚合物材料的方法，该材料具有理想的含氮官能团，如末端叠氮基、氨基、羰基氨基或硫代羰基氨基。聚合和官能化基本上是同时进行的。聚合开始时，官能化所需的所有反应物都已存在。含氮官能团是作为分子的一部分提供的，该分子具有释放基，释放基最好是共振稳定的或叔烷基类型的，其作用是帮助含氮物质作为离去基团发挥作用。