2-(3-cyclohexylpropyl)-1,3-dithiane-2-carboxylic acid | 847980-12-5

• 分子结构分类: 有机化合物
• 英文名称: 2-(3-cyclohexylpropyl)-1,3-dithiane-2-carboxylic acid
• CAS: 847980-12-5
• 化学式: C₁₄H₂₄O₂S₂
• 分子量: 288.475
• InChiKey: VQWJUXIVAOIACO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-cyclohexylpropyl)-1,3-dithiane-2-carboxylic acid 在 三氟化溴 作用下， 以 一氟三氯甲烷 为溶剂， 以55%的产率得到4-cyclohexyl-1,1,1-trifluorobutane
  参考文献：
  名称：

  Constructing the CF3 group; unique trifluorodecarboxylation induced by BrF3

  摘要：

  A variety of 2-alkyl-1,3-dithiane-2-carboxylic acids was prepared from the appropriate alkyl halides, 1,3-dithiane and CO2. These acids were reacted with BrF3 to form the trifluoromethylalkyl derivatives via a combination of ionic and radical trifluorodecarboxylation in about 50-60% yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.063
• 作为产物：
  描述：

  (3-氯丙基)-环己烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 生成 2-(3-cyclohexylpropyl)-1,3-dithiane-2-carboxylic acid
  参考文献：
  名称：

  Constructing the CF3 group; unique trifluorodecarboxylation induced by BrF3

  摘要：

  A variety of 2-alkyl-1,3-dithiane-2-carboxylic acids was prepared from the appropriate alkyl halides, 1,3-dithiane and CO2. These acids were reacted with BrF3 to form the trifluoromethylalkyl derivatives via a combination of ionic and radical trifluorodecarboxylation in about 50-60% yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.063

文献信息

• Pyridine•BrF₃, the Missing Link for Clean Fluorinations of Aromatic Derivatives
  作者：Youlia Hagooly、Shlomo Rozen

  DOI：10.1021/ol3000348

  日期：2012.2.17

  This work demonstrates the unique features of the never used before Py center dot BrF3 complex in the field of aromatic organic fluorinations. The main disadvantage of the noncomplexed BrF3 is the fact that usually, in addition to the desired fluorination, a parallel electrophilic aromatic bromination takes place as well. Use of the Py center dot BrF3 complex reduces this electrophilic bromination, which is observed with most reagents based on fluorine and bromine [BrF].