4-hydroxy-4-trifluoromethyl-1,6-heptadiene | 36610-32-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxy-4-trifluoromethyl-1,6-heptadiene
• 英文别名: 1,1-Diallyl-2,2,2-trifluorethanol；4-(Trifluoromethyl)hepta-1,6-dien-4-ol
• CAS: 36610-32-9
• 化学式: C₈H₁₁F₃O
• 分子量: 180.17
• InChiKey: XDRMYQUAJBDWFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  173.4±35.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2905590090

反应信息

• 作为反应物：
  描述：

  4-hydroxy-4-trifluoromethyl-1,6-heptadiene 在 氨 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 4-三氟甲基吡啶
  参考文献：
  名称：

  Synthesis and antitumor evaluation of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines

  摘要：

  A series of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines was designed and synthesized as potential antitumor agents. They were evaluated for preliminary cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxyl-indolyl)] pyridine was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00704-6
• 作为产物：
  描述：

  三氟乙酸乙酯 、 3-溴丙烯 在 硫酸 、 magnesium 作用下， 以 四氢呋喃 、 烯丙基溴化镁 为溶剂， 以15.2 g (70%)的产率得到4-hydroxy-4-trifluoromethyl-1,6-heptadiene
  参考文献：
  名称：

  Cholesterol biosynthesis inhibitors

  摘要：

  描述了胆固醇生物合成抑制剂，它们是辅酶A的衍生物，具有以下一般式：##STR1## 其中n为1至3（含），CoA为辅酶A减去硫醇取代基上的氢原子。它们通过将辅酶A与具有以下一般式的氟化3-羟基-3-甲基戊二酸酐反应而产生：##STR2## 在稀溶液碱中。

  公开号：

  US04169944A1

文献信息

• Preparation of trifluoromethyl-substituted alcohols from allylsilanes and trifluoroacetic anhydride
  作者：Hélène Pellissier、Serge Wilmouth、Maurice Santelli

  DOI：10.1016/0040-4039(96)01045-3

  日期：1996.7

  The titanium tetrachloride-mediated addition of allyltrimethylsilane or 1,8-bis(trimethylsilyl)-2,6-octadiene and trifluoroacetic anhydride led to trifluoromethyl-diallylcarbinol or (dl)-1-trifluoromethyl-2,5-divinylcyclopentanol, respectively, in fair yields; this latter was further converted into several 1-trifluoromethyl-2-vinylcyclopentane derivatives.

  四氯化钛介导的烯丙基三甲基硅烷或1,8-双（三甲基甲硅烷基）-2,6-辛二烯和三氟乙酸酐的加成分别公平地导致三氟甲基-二烯丙基甲醇或（dl）-1-三氟甲基-2,5-二乙烯基环戊醇产量; 将后者进一步转化为几种1-三氟甲基-2-乙烯基环戊烷衍生物。
• Diastereoselective ruthenium-catalysed cycloisomerisation of diallyllactones: preparation of exo-methylene spirolactones
  作者：Mathieu Michaut、Maurice Santelli、Jean-Luc Parrain

  DOI：10.1016/s0040-4039(03)00144-8

  日期：2003.3

  Diallyllactones (obtained from cyclic anhydrides via a double allylation reaction promoted by titanium tetrachloride) were cycloisomerised using 5 mol% of cyclooctadienyl ruthenium dichloride in ethanol providing the corresponding exomethylene spirolactones in good yields, with moderated to good diastereomeric excess.

  使用5摩尔％的环辛二烯基二氯化钌在乙醇中的环异构化二烯丙基内酯（通过四氯化钛促进的双烯丙基化反应从环状酸酐中获得），以适当的收率提供适度至良好的非对映异构体过量的相应的外亚甲基螺内酯。
• Convenient Approaches to 4-Trifluoromethylpyridine
  作者：Biao Jiang、Wennan Xiong、Xiaobing Zhang、Fangjiang Zhang

  DOI：10.1021/op000109r

  日期：2001.9.1

  A number of approaches to the synthesis of 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)-ether in two steps.
• US4169944A
  申请人：——

  公开号：US4169944A

  公开（公告）日：1979-10-02
• Synthesis and antitumor evaluation of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines
  作者：Biao Jiang、Xen-Nan Xiong、Cai-Guang Yang

  DOI：10.1016/s0960-894x(00)00704-6

  日期：2001.2

  A series of novel monoindolyl-4-trifluoromethylpyridines and bisindolyl-4-trifluoromethylpyridines was designed and synthesized as potential antitumor agents. They were evaluated for preliminary cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxyl-indolyl)] pyridine was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.