1-(1,1-dimethylethyl)-4-propylsulfanylbenzene | 20807-87-8

• 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-(1,1-dimethylethyl)-4-propylsulfanylbenzene
• 英文别名: (4-(tert-butyl)phenyl) propyl sulfane；Propyl-, p-tert.butylphenylsulfide；1-Tert-butyl-4-propylsulfanylbenzene；1-tert-butyl-4-propylsulfanylbenzene
• CAS: 20807-87-8
• 化学式: C₁₃H₂₀S
• 分子量: 208.368
• InChiKey: MWQJOENTSIXMMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  丙烷-1-硫醇 、 4-叔丁基溴苯 在 potassium carbonate 、 tris(dibenzylideneacetone)dipalladium (0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 xylene 为溶剂， 反应 0.4h， 以75%的产率得到1-(1,1-dimethylethyl)-4-propylsulfanylbenzene
  参考文献：
  名称：

  Pd2(dba)3/Xantphos-catalyzed cross-coupling of thiols and aryl bromides/triflates

  摘要：

  The cross-coupling of aliphatic and aromatic thiols and aryl bromides/triflates mediated by a Pd-2(dba)(3)/Xantphos catalytic system in refluxing xylene (140 degrees C) affords the corresponding aryl thioethers in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.078

文献信息

• Allylation and Alkylation of Biologically Relevant Nucleophiles by Diallyl Sulfides
  作者：Kasi Viswanatharaju Ruddraraju、Zachary D. Parsons、Calvin D. Lewis、Kent S. Gates

  DOI：10.1021/acs.joc.6b02517

  日期：2017.1.6

  Allyl sulfides are bioactive phytochemicals found in garlic, onion, and other members of the genus Allium. Here we showed that diallyl disulfide and diallyl trisulfide can transfer allyl side chains to low molecular weight thiols. Diallyl monosulfide is inert with respect to this allyl transfer reaction. On the other hand, diallyl sulfone, a known metabolite of diallyl monosulfide, alkylates both amines

  烯丙基硫是大蒜，洋葱和葱属其他成员中发现的具有生物活性的植物化学物质。在这里，我们表明二烯丙基二硫化物和二烯丙基三硫化物可以将烯丙基侧链转移至低分子量硫醇。关于该烯丙基转移反应，二烯丙基单硫化物是惰性的。另一方面，二烯丙基单硫醚的已知代谢物二烯丙基砜在生理相关条件下，通过异构化为亲电子乙烯基砜，将胺和硫醇烷基化。
• Pd2(dba)3/Xantphos-catalyzed cross-coupling of thiols and aryl bromides/triflates
  作者：Clotilde Mispelaere-Canivet、Jean-Francis Spindler、Stéphane Perrio、Pierre Beslin

  DOI：10.1016/j.tet.2005.03.078

  日期：2005.5

  The cross-coupling of aliphatic and aromatic thiols and aryl bromides/triflates mediated by a Pd-2(dba)(3)/Xantphos catalytic system in refluxing xylene (140 degrees C) affords the corresponding aryl thioethers in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.