1,2-bis(2,5-dimethoxy-p-tolyl)ethane | 17228-87-4

• 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: 1,2-bis(2,5-dimethoxy-p-tolyl)ethane
• 英文别名: 1,2-Bis-(2,5-dimethoxy-4-tolyl)-aethan；1-[2-(2,5-Dimethoxy-4-methylphenyl)ethyl]-2,5-dimethoxy-4-methylbenzene
• CAS: 17228-87-4；111986-08-4
• 化学式: C₂₀H₂₆O₄
• 分子量: 330.424
• InChiKey: ZWZPOQKXBROGDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis(2,5-dimethoxy-p-tolyl)ethane 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 4.4'-dimethyl-bibenzyltetrol-(2.5.2'.5')
  参考文献：
  名称：

  Huenig, Siegfried; Sinzger, Klaus; Kemmer, Martina, European Journal of Organic Chemistry, 1998, # 9, p. 1977 - 1988

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-1,2-bis(2,5-dimethoxy-p-tolyl)ethene 在 dimethyl sulfide borane 、 Orange CRET^+. 作用下， 以 二氯甲烷 为溶剂， 反应 0.3h， 以97%的产率得到1,2-bis(2,5-dimethoxy-p-tolyl)ethane
  参考文献：
  名称：

  Efficient Hydrogenation of Sterically Hindered Olefins with Borane−Methyl Sulfide Complex

  摘要：

  Sterically hindered olefins are efficiently reduced to the corresponding alkanes by the borane-methyl sulfide (BMS) complex at room temperature (or below) in dichloromethane containing a mild one-electron oxidant (such as an aromatic cation radical) or by the passage of an anodic current. In an alternative procedure, the hydrogenation of the same (electron-rich) olefins with the EMS complex (in the absence of a one-electron oxidant) is also carried out-in the presence of a strong Bronsted acid (such as HBF4). In the oxidative activation, olefin cation radicals are the first observable intermediates, and separate experiments (including transient electrochemistry) confirm the facile reduction of the olefin cation radical by borane to produce the corresponding alkane. The direct protonation of olefins produces carbocationic intermediates which are also efficiently reduced by borane to the corresponding alkanes. The intermediacy of both olefin cation radicals and carbocations in the hydrogenation procedure with borane is discussed.

  DOI：

  10.1021/jo960357e

文献信息

• Anti-cancer agents and processes for their preparation
  申请人：The Ohio State University Research Foundation

  公开号：US04683087A1

  公开（公告）日：1987-07-28

  Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are either two hydrogen atoms or together form a methylene group, and each X is a bromo, iodo or tosyloxy group and the dotted bonds indicate that the central linkage is attached to the two phenyl rings at positions which are either meta to both CH.sub.2 X groups or para to both such groups, possess anti-cancer activity. The active compounds are prepared by multi-step syntheses beginning with dimethoxymethylbenzaldehydes or di(hydroxymethyl)methoxyphenols; many of the intermediates involved are themselves novel.

  具有以下结构的化合物##STR1##其中R.sub.1和R.sub.2可以是两个氢原子，也可以一起形成一个亚甲基基团，每个X是溴、碘或对甲苯磺酰氧基团，虚线键表示中心连接部分连接到两个苯环的位置，这些位置要么是对于两个CH.sub.2 X基团，要么是对于两个这样的基团的间位，具有抗癌活性。这些活性化合物是通过多步合成制备的，起始物是二甲氧基甲基苯甲醛或二(羟甲基)甲氧基酚；其中许多中间体本身是新颖的。
• US4683087A
  申请人：——

  公开号：US4683087A

  公开（公告）日：1987-07-28
• Efficient Hydrogenation of Sterically Hindered Olefins with Borane−Methyl Sulfide Complex
  作者：R. Rathore、U. Weigand、J. K. Kochi

  DOI：10.1021/jo960357e

  日期：1996.1.1

  Sterically hindered olefins are efficiently reduced to the corresponding alkanes by the borane-methyl sulfide (BMS) complex at room temperature (or below) in dichloromethane containing a mild one-electron oxidant (such as an aromatic cation radical) or by the passage of an anodic current. In an alternative procedure, the hydrogenation of the same (electron-rich) olefins with the EMS complex (in the absence of a one-electron oxidant) is also carried out-in the presence of a strong Bronsted acid (such as HBF4). In the oxidative activation, olefin cation radicals are the first observable intermediates, and separate experiments (including transient electrochemistry) confirm the facile reduction of the olefin cation radical by borane to produce the corresponding alkane. The direct protonation of olefins produces carbocationic intermediates which are also efficiently reduced by borane to the corresponding alkanes. The intermediacy of both olefin cation radicals and carbocations in the hydrogenation procedure with borane is discussed.
• Huenig, Siegfried; Sinzger, Klaus; Kemmer, Martina, European Journal of Organic Chemistry, 1998, # 9, p. 1977 - 1988
  作者：Huenig, Siegfried、Sinzger, Klaus、Kemmer, Martina、Langohr, Uwe、Rieder, Herald、et al.

  DOI：——

  日期：——