((2-bromophenyl)methylene)bis(ethylsulfane)

• 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: ((2-bromophenyl)methylene)bis(ethylsulfane)
• 英文别名: [(2-bromophenyl)methylene]bis(ethylsulfane)；1-(bis(ethylthio)methyl)-2-bromobenzene；1-[Bis(ethylsulfanyl)methyl]-2-bromobenzene
• 化学式: C₁₁H₁₅BrS₂
• 分子量: 291.276
• InChiKey: IKNQSOFRDGZRMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ((2-bromophenyl)methylene)bis(ethylsulfane) 在 三甲基氯硅烷 、 sodium iodide 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以90%的产率得到2-(S-乙基硫代甲基)-1-溴苯
  参考文献：
  名称：

  氯三甲基硅烷和碘化钠：温和条件下苯甲酰二硫缩酮脱硫的显着无金属协会

  摘要：

  报道了一种新颖的无金属工艺，该工艺可对各种苄基二硫缩酮进行还原脱硫，从而以良好或优异的收率得到二芳基甲烷和苄基酯衍生物。在室温下，这种温和的还原过程仅需要在CH 2 Cl 2中使用TMSC1和NaI，并能耐受多种官能团。

  DOI：

  10.1002/adsc.201800437
• 作为产物：
  描述：

  邻溴苯甲醛 、 乙硫醇 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到((2-bromophenyl)methylene)bis(ethylsulfane)
  参考文献：
  名称：

  氯三甲基硅烷和碘化钠：温和条件下苯甲酰二硫缩酮脱硫的显着无金属协会

  摘要：

  报道了一种新颖的无金属工艺，该工艺可对各种苄基二硫缩酮进行还原脱硫，从而以良好或优异的收率得到二芳基甲烷和苄基酯衍生物。在室温下，这种温和的还原过程仅需要在CH 2 Cl 2中使用TMSC1和NaI，并能耐受多种官能团。

  DOI：

  10.1002/adsc.201800437

文献信息

• Cyanuric chloride-catalyzed thioacetalization for organocatalytic synthesis of thioacetals
  作者：Yaqin Liu

  DOI：10.1080/10426507.2015.1054934

  日期：2016.5.3

  GRAPHICAL ABSTRACT ABSTRACT The thioacetalization of aromatic aldehydes has been realized with broad diversity in the presence of various thiols and thiophenols using cyanuric chloride as an organocatalyst.

  图形摘要 使用氰尿酰氯作为有机催化剂，在各种硫醇和苯硫酚的存在下，芳香醛的硫缩醛化已经实现了广泛的多样性。
• Investigations Towards the Chemoselective Thioacetaliztion of Carbonyl Compounds by Using Ionic Liquid[bmim]Br as a Recyclable Catalytic Medium
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1002/adsc.200303171

  日期：2004.4

  The ionic liquid based on the 1-n-butyl-3-methylimidazolium cation has been prepared and used as an efficient catalytic medum for the chemoselective thioacetalization of carbonyl compounds. Furthermore, recycling and reuse of this ionic liquid medium has been demonstrated. Moreover, the use of this catalytic medium not only avoids the generation of waste but also provides a green process with minimal

  已经制备了基于1-正丁基-3-甲基咪唑鎓阳离子的离子液体，并将其用作羰基化合物的化学选择性硫缩醛化的有效催化介质。此外，已经证明了该离子液体介质的再循环和再利用。此外，使用这种催化介质不仅避免了废物的产生，而且还提供了危害最小的绿色工艺。
• Oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds by N-bromosuccinimide: selectivity and scope
  作者：Ahmed Kamal、Gagan Chouhan、Kaleem Ahmed

  DOI：10.1016/s0040-4039(02)01610-6

  日期：2002.9

  Efficient oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds have been achieved in high yields employing N-bromosuccinimide as a catalyst.

  使用N-溴代琥珀酰亚胺作为催化剂，已经以高收率实现了羰基化合物的有效的氧代硫代缩醛化，硫代缩醛化和反硫代缩醛化。
• Hafnium Trifluoromethanesulfonate (Hafnium Triflate) as a Highly Efficient Catalyst for Chemoselective Thioacetalization and Transthioacetalization of Carbonyl Compounds
  作者：Yan-Chao Wu、Jieping Zhu

  DOI：10.1021/jo8021988

  日期：2008.12.5

  A range of carbonyl compounds including aliphatic and aromatic aldehydes and ketones were converted to the corresponding thioacetals in high yields in the presence of a catalytic amount of hafnium trifluoromethanesulfonate (0.1 mol %, room temperature), The mild conditions tolerated various sensitive functional and protecting groups and were racemization-free when applied to alpha-aminoaldehydes. Transacetalization and chemoselective thioacetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones were also documented.
• Chemoselective thioacetalization and transthioacetalization of carbonyl compounds catalyzed by immobilized scandium(III) triflate in ionic liquids
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1016/s0040-4039(03)00580-x

  日期：2003.4

  Immobilized scandium triflate [Sc(OTf)(3)] in ionic liquids has been found to be an extremely efficient and recyclable catalyst for the thioacetalization and transthioacetalization of both aromatic and aliphatic aldehydes. Significant rate acceleration and chemoselectivity was achieved by employing this catalytic system. (C) 2003 Elsevier Science Ltd. All rights reserved.