(E)-2-(3-甲基苯基)-2-丁烯 | 34815-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (E)-2-(3-甲基苯基)-2-丁烯
• 英文名称: (E)-1-(but-2-en-2-yl)-3-methylbenzene
• 英文别名: 1-[(E)-but-2-en-2-yl]-3-methylbenzene
• CAS: 34815-66-2
• 化学式: C₁₁H₁₄
• 分子量: 146.232
• InChiKey: UKGMEOBMKDXUGH-ONNFQVAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-2-(3-甲基苯基)-2-丁烯 在 乙醇 、 sodium 作用下， 生成 1-仲丁基苯
  参考文献：
  名称：

  The ced-8 Gene Controls the Timing of Programmed Cell Deaths in C. elegans

  摘要：

  Loss-of-function mutations in the gene ced-8 lead to the late appearance of cell corpses during embryonic development in C. elegans. ced-8 functions downstream of or in parallel to the regulatory cell death gene ced-9 and may function as a cell death effector downstream of the caspase encoded by the programmed cell death killer gene ced-3. In ced-8 mutants, embryonic programmed cell death probably initiates normally but proceeds slowly, ced-8 encodes a transmembrane protein that appears to be localized to the plasma membrane. The CED-8 protein is similar to human XK, a putative membrane transport protein implicated in McLeod Syndrome, a form of hereditary neuroacanthocytosis.

  DOI：

  10.1016/s1097-2765(00)80437-2
• 作为产物：
  描述：

  (Z)-1-(but-2-en-2-yl)-2-methylbenzene 生成 (E)-2-(3-甲基苯基)-2-丁烯
  参考文献：
  名称：

  HORNBACK, J. M.;BARROWS, R. D., J. ORG. CHEM., 1982, 47, N 22, 4285-4291

  摘要：

  DOI：

文献信息

• Highly Stereoselective Positional Isomerization of Styrenes <i>via</i> <scp>Acid‐Catalyzed</scp> Carbocation Mechanism
  作者：Xiao‐Si Hu、Jun‐Xiong He、Ying Zhang、Jian Zhou、Jin‐Sheng Yu

  DOI：10.1002/cjoc.202100218

  日期：2021.8

  The first transition metal-free highly stereoselective positional isomerization of various α-alkyl styrenes through a carbocation mechanism triggered strategy is developed by using Al(OTf)3 as a hidden Brønsted acid catalyst, which provides facile access to value-added acyclic tri- and tetra-substituted alkenes in good yields with high stereoselectivity under mild conditions. The practicality of this

  通过使用 Al(OTf) 3作为隐藏的 Brønsted 酸催化剂，通过碳阳离子机制触发的策略开发了第一个无过渡金属的各种 α-烷基苯乙烯的高度立体选择性位置异构化，这为获得增值的无环三-和在温和条件下以高立体选择性和高收率制备四取代烯烃。该协议的实用性由克级合成、高立体选择性、良好的官能团耐受性和简单的操作进一步突出。机理研究支持 Al(OTf) 3充当隐藏的布朗斯台德酸催化剂并形成碳正离子中间体。
• Iron Catalyzed Isomerization of <scp>α‐Alkyl</scp> Styrenes to Access Trisubstituted Alkenes
  作者：Songgen Xu、Guixia Liu、Zheng Huang

  DOI：10.1002/cjoc.202000492

  日期：2021.3

  supported by phosphine‐pyridine‐oxazoline (PPO) ligand. The protocol provides an atom‐efficient and operationally simple approach to trisubstituted alkenes in high yields with excellent regio‐ and stereoselectivities under mild conditions. The results of deuterium‐labelling and radical trap experiments are consistent with an iron‐hydride pathway involving reversible alkene insertion and β‐H elimination.

  α-烷基苯乙烯的立体选择性异构化是通过使用膦-吡啶-恶唑啉（PPO）配体支持的新型铁催化剂完成的。该协议提供了一种原子效率高且操作简单的方法，可在温和条件下以高收率和出色的区域选择性和立体选择性对三取代烯烃进行生产。氘标记和自由基陷阱实验的结果与涉及可逆烯烃插入和β-H消除的铁氢化物途径一致。
• Cobalt-Catalyzed Migrational Isomerization of Styrenes
  作者：Jiajin Zhao、Biao Cheng、Chenhui Chen、Zhan Lu

  DOI：10.1021/acs.orglett.9b04305

  日期：2020.2.7

  An efficient cobalt-catalyzed migrational isomerization of styrenes was developed using the thiazoline iminopyridine (TIP) ligand. This reaction is operationally simple and atom economical using readily available starting materials to access trisubstituted alkenes. Even when using a 0.1 mol % catalyst loading, the reaction could be conducted in neat and completed in 1 h with excellent conversion and high E stereoselectivity.
• Photochemistry of (o-methylphenyl)alkenes and the stereospecific trapping of the resulting o-xylylenes
  作者：Joseph M. Hornback、Russell D. Barrows

  DOI：10.1021/jo00143a023

  日期：1982.10