(E)-1-methyl-4-(prop-1-enyl)benzene | 2077-30-7

• 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)-1-methyl-4-(prop-1-enyl)benzene
• 英文别名: (E)-1-methyl-4-(prop-1-en-1-yl)benzene；p-methyl-α-methyl styrene；4-Propenylphenol；1-methyl-4-[(E)-prop-1-enyl]benzene
• CAS: 2077-30-7
• 化学式: C₁₀H₁₂
• 分子量: 132.205
• InChiKey: LSMSSYSRCUNIFX-ONEGZZNKSA-N

物化性质

• 熔点：
  -18°C
• 沸点：
  179.15°C (estimate)
• 密度：
  0.9019
• 物理描述：
  Colourless solid; Pungent spicy phenolic aroma
• 溶解度：
  Soluble in non-polar solvents; insoluble in water
• 保留指数：
  1104.2

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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)-1-methyl-4-(prop-1-enyl)benzene 在 basolite C300 、 二甲基苯基硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 生成 4-丙基甲苯
  参考文献：
  名称：

  Cu3(BTC)2 metal organic framework as heterogeneous solid catalyst for the reduction of styrenes with silane as reducing agent

  摘要：

  In this work, a well known metal organic framework, Cu-3(BTC)(2) (BTC: 1,3,5-benzenetricarboxylate) is reported as a heterogeneous solid catalyst for the reduction of styrene and its derivatives with silane as a reducing agent. Under these reaction conditions, a quantitative conversion of styrene is achieved with very high selectivity to ethylbenzene. A control experiment with pyridine as a catalyst poison revealed that Cu2+ located within the framework plays a crucial role in promoting this reduction. Further, hot-filtration test indicated the absence of metal leaching and Cu-3(BTC)(2) is used four times with no significant decay in its activity. In addition, the four times used Cu-3(BTC)(2) was compared with the fresh solid by powder X-ray diffraction, FT-IR, UV-Visible diffuse reflectance spectra, scanning electron microscope and electron paramagnetic resonance methods and observing no significant changes in its structural integrity, crystallinity and morphology. This process is extended for other styrene derivatives to their respective reduced products.

  DOI：

  10.1016/j.ica.2019.119026
• 作为产物：
  描述：

  4-(氯甲基)苯甲醛 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 生成 (E)-1-methyl-4-(prop-1-enyl)benzene
  参考文献：
  名称：

  Kauffmann, Thomas; Saelker, Reiner; Voss, Karl-Uwe, Chemische Berichte, 1993, vol. 126, # 6, p. 1447 - 1452

  摘要：

  DOI：

文献信息

• First TaCl₅-SiO₂ Catalyzed Prins Reaction: Comparative Study of Conventional Heating vs Microwave Irradiation
  作者：S. Chandrasekhar、B. V. Subba Reddy

  DOI：10.1055/s-1998-1796

  日期：1998.8

  TaCl5-SiO2 catalyzed Prins reaction has been achieved for the first time using microwave irradiation.

  首次通过微波照射实现了TaCl5-SiO2催化的Prins反应。
• Stereospecific Iron-Catalyzed Carbon(sp²)–Carbon(sp³) Cross-Coupling with Alkyllithium and Alkenyl Iodides
  作者：Xiao-Lin Lu、Mark Shannon、Xiao-Shui Peng、Henry N. C. Wong

  DOI：10.1021/acs.orglett.9b00394

  日期：2019.4.19

  An efficient synthetic protocol involving iron-catalyzed cross-coupling reactions between organolithium compounds and alkenyl iodides as key coupling partners was achieved. More than 30 examples were obtained with moderate to good yields and high stereospecificity. Gram-scale and synthetic applications of this procedure are recorded herein to demonstrate its feasibility and potential utilization.

  实现了一种有效的合成方案，该方案涉及铁催化的有机锂化合物与烯基碘化物作为关键偶联伙伴之间的交叉偶联反应。获得了三十多个具有中等至良好产率和高立体定向性的实例。本文记录了该程序的克级和合成应用程序，以证明其可行性和潜在用途。
• Nickel-Catalyzed Allylic C(sp²)-H Activation: Stereoselective Allyl Isomerization and Regiospecific Allyl Arylation of Allylarenes
  作者：Qiang Wu、Lanlan Wang、Rizhe Jin、Chuanqing Kang、Zheng Bian、Zhijun Du、Xiaoye Ma、Haiquan Guo、Lianxun Gao

  DOI：10.1002/ejoc.201600955

  日期：2016.11

  allylarenes with excess Grignard reagent. It occurs regiospecifically at the position of C(sp2)–H activation and represents a new method for the synthesis of 1,1-disubstituted olefins. The results of deuterium labeling experiments reveal an alkenyl/alkyl mechanism involving allylic internal C(sp2)–H activation and multiple intermolecular 1,2-, 1,3-, and 2,3-hydride shifts. These methods represent new

  研究了烯丙基与包含镍 (II) 和芳基格氏试剂的催化体系的立体选择性烯丙基异构化和区域特异性烯丙基芳基化反应。这两个反应都是由原位形成的 Ni0 激活烯丙基内部 C(sp2)-H 触发的，Ni0 被插入到烯丙基部分的 2 位的 C-H 键中，没有导向基团。烯丙基芳烃异构化为 1-丙烯基芳烃有利于 E 异构体并进行定量转化。芳基化通过烯丙基芳烃与过量格氏试剂的氧化交叉偶联发生。它区域特异性地发生在 C(sp2)–H 活化的位置，代表了一种合成 1,1-二取代烯烃的新方法。氘标记实验的结果揭示了烯基/烷基机制，涉及烯丙基内部 C(sp2)–H 活化和多个分子间 1,2-、1,3- 和 2,3- 氢化物位移。这些方法代表了烯烃官能化的新方法，机理研究有助于发现和设计烯烃官能化的新策略。
• [EN] PICOLINAMIDES AS FUNGICIDES<br/>[FR] PICOLINAMIDES UTILISÉS EN TANT QUE FONGICIDES
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2018044996A1

  公开（公告）日：2018-03-08

  This disclosure relates to picolinamides of Formula I and their use as fungicides.

  本公开涉及公式I的吡啶酰胺及其作为杀菌剂的使用。
• PICOLINAMIDES AS FUNGICIDES
  申请人：Dow AgroSciences LLC

  公开号：US20180186743A1

  公开（公告）日：2018-07-05

  This disclosure relates to picolinamides of Formula I and their use as fungicides.

  这份公开信息涉及公式I的吡啶酰胺及其作为杀菌剂的使用。