(E)-2-methyl-4′-nitrostilbene | 27892-95-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-2-methyl-4′-nitrostilbene
• 英文别名: (E)-2-methyl-4'-nitrostilbene；2-methyl-4'-nitro-trans-stilbene；2-Methyl-4'-nitro-trans-stilben；4'-Nitro-2-methyl-trans-stilben；1-Methyl-2-[2-(4-nitrophenyl)vinyl]benzene；1-methyl-2-[(E)-2-(4-nitrophenyl)ethenyl]benzene
• CAS: 27892-95-1
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: DIIJHZCQUGQRQR-RMKNXTFCSA-N

物化性质

• 沸点：
  354.1±22.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-methyl-4′-nitrostilbene 在 溶剂黄146 、 tin(ll) chloride 作用下， 生成 N-(2'-methyl-trans-stilbenyl-(4))-acetamide
  参考文献：
  名称：

  Haddow et al., Philosophical transactions of the Royal Society of London. Series A, Mathematical and physical sciences, 1948, vol. 241, p. 147,185

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基苯乙烯 、 4-nitrobenzenediazonium tetrafluoroborate 在 9-甲基氨基-萘嵌苯-1-酮 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以63%的产率得到(E)-2-methyl-4′-nitrostilbene
  参考文献：
  名称：

  Transition-Metal-Free Catalytic Carboalkoxylation of Styrenes at Room Temperature

  摘要：

  Herein, we describe the first transition-metal-free catalytic carboalkoxylation of styrenes with aryl diazonium salts by Meerwein addition in the presence of a phenalenyl ligand at room temperature without requiring any light stimulation. This three-component reaction allows facile difunctionalization of styrene derivatives with various alcohols (such as 1, 2, and 3 degrees) as the source of alkoxy group during this transformation. The key intermediates and the transition states involved in this reaction path were unraveled by a series of control experiments coupled with density functional theory calculations. The full mechanistic investigation provides an understanding of the selectivity toward carboalkoxylation Meerwein arylation addition elimination) in the presence of various alcohols over the simple arylation to multiple bond (Meerwein arylation-elimination) reaction.

  DOI：

  10.1021/acs.joc.9b01744

文献信息

• Target directed chemotherapy of tumours of the sexual organs
  申请人：Forster Heinz

  公开号：US20070099876A1

  公开（公告）日：2007-05-03

  The invention relates to dialkyltriazene-bearing estrogens and anti-estrogens that are suited for use as chemotherapeutic drugs for treating carcinomas of the sexual organs of humans and animals.

  该发明涉及含有二烷基三氮烯的雌激素和抗雌激素，适用于作为化疗药物治疗人类和动物的生殖器癌症。
• Novel enolamides, process for their manufacture and pharmaceutical compositions thereof with an activity as modulators of the arachidonic acid cascade
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0221345A1

  公开（公告）日：1987-05-13

  The present invention relates to novel enolamide type compounds, pharmaceutical compositions, and methods of use thereof, useful in the treatment of diseases in which products of lipoxygenase enzyme activity or the action of leukotrienes contribute to the pathological condition.

  本发明涉及新型烯酰胺类化合物、药物组合物及其使用方法，可用于治疗脂氧合酶酶活性产物或白三烯作用导致病理状态的疾病。
• Haddow et al., Philosophical Transactions of the Royal Society of London, 1948, vol. <A> 241, p. 147,188
  作者：Haddow et al.

  DOI：——

  日期：——
• (N-substituted-2-hydroxy) benzamides and N-substituted-2-hydroxy-alpha-oxo-benzeneacetamides and pharmaceutical compositions thereof having activity as modulators of the arachidonic acid cascade
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0221346B1

  公开（公告）日：1991-01-30
• Cyclic 1,1-bis(silyl)alkenes—new building blocks for the stereoselective synthesis of unsymmetrical (E)-stilbenes and (E,E)-1,4-diarylbuta-1,3-dienes
  作者：Piotr Pawluć、Grzegorz Hreczycho、Andrzej Suchecki、Maciej Kubicki、Bogdan Marciniec

  DOI：10.1016/j.tet.2009.01.113

  日期：2009.7

  A new efficient synthetic protocol for the highly stereoselective synthesis Of Unsymmetrical (or symmetrical) (E)-stilbenes and (E,E)-1,4-diarylbuta-1,3-dienes based on sequential palladium-catalyzed Heck arylation-Hiyama cross-coupling reactions using cyclic gem-bis(silyl)ethene as alkenyl building block is reported. (C) 2009 Elsevier Ltd. All rights reserved.