(E)-2-methyl-4-(4-(trifluoromethyl)phenyl)but-3-en-2-ol | 96307-82-3

• 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: (E)-2-methyl-4-(4-(trifluoromethyl)phenyl)but-3-en-2-ol
• 英文别名: (E)-2-methyl-4-[4-(trifluoromethyl)phenyl]but-3-en-2-ol
• CAS: 96307-82-3
• 化学式: C₁₂H₁₃F₃O
• 分子量: 230.23
• InChiKey: QSNMGOMDJYAFRZ-BQYQJAHWSA-N

物化性质

• 沸点：
  281.5±35.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-4-(4-(trifluoromethyl)phenyl)but-3-en-2-ol 在 五氟化锑 、 氟磺酸 作用下， 以 various solvent(s) 为溶剂， 生成 1-(3-methylbut-1-enyl)-4-(trifluoromethyl)benzene
  参考文献：
  名称：

  Considered stable cations. 259. Application of the Gassman-Fentiman tool of increasing electron demand to the carbon-13 NMR spectroscopic study of 1-aryl-3-methylbut-2-enyl (allylic) and 2-arylpent-3-yn-2-yl (propargylic) cations

  摘要：

  DOI：

  10.1021/ja00299a030
• 作为产物：
  描述：

  3-methyl-1-(4-(trifluoromethyl)phenyl)but-2-en-1-ol 在 Crabtree's catalyst 作用下， 以 2-甲基四氢呋喃 为溶剂， 以92 %的产率得到(E)-2-methyl-4-(4-(trifluoromethyl)phenyl)but-3-en-2-ol
  参考文献：
  名称：

  铱催化的烯丙醇 1,3-重排

  摘要：

  实现了有效的 Ir(III) 二氢化物络合物催化烯丙醇的 1,3-重排，从容易获得的起始材料中以高收率区域选择性和立体选择性地提供相应的不易获得的烯丙醇。反应途径涉及 π-烯丙基-Ir(V) 中间体，Ir(III) 二氢化物络合物中的二氢化物作为氢开关调节铱中心的化合价。

  DOI：

  10.1002/chem.202300027

文献信息

• Copper-Catalyzed Alkenylation of Alcohols with β-Nitrostyrenes via a Radical Addition–Elimination Process
  作者：Yan-qin Yuan、Sheng-rong Guo

  DOI：10.1055/s-0034-1380445

  日期：——

  A new method for the preparation of allylic alcohol derivatives has been developed via a radical mechanism using DTBP as the radical initiator promoted by copper salt. The C(sp(3))-H bond in various alcohols, toluene derivatives, and alkanes were successfully converted into C-C bonds to yield the desired products in moderate to good yields.
• Heck reactions of aryl bromides with alk-1-en-3-ol derivatives catalysed by a tetraphosphine/palladium complex
  作者：Florian Berthiol、Henri Doucet、Maurice Santelli

  DOI：10.1016/j.tetlet.2004.05.117

  日期：2004.7

  cis,cis,cis-1,2,3,4-Tetrikis(diplienylphosphinomethyl)cyclopentane/[PdCl(C3H5)](2) efficiently catalyses the Heck reaction of alk-1-en-3-ol with a variety of aryl bromides. In the presence of hex-1-en-3-ol or oct-1-en-3-ol, the beta-arylated carbonyl compounds were selectively obtained. Linalool and 2-methylbut-3-en-2-ol led to the corresponding 1-arylalk-1-en-3-ol derivatives. Turnover numbers up to 69,000 can be obtained for this reaction. A minor electronic effect of the substituents of the aryl bromide was observed. Similar reaction rates were observed in the presence of activated aryl bromides Such as bromoacetophenone and deactivated aryl bromides such as bromoanisole. (C) 2004 Elsevier Ltd. All rights reserved.