4-[2-(4-氨基苯基)乙基]苯酚 | 33384-05-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-[2-(4-氨基苯基)乙基]苯酚
• 英文名称: 4-(4-aminophenethyl)phenol
• 英文别名: 4'-amino-bibenzyl-4-ol；4-[2-(4-Aminophenyl)ethyl]phenol
• CAS: 33384-05-3
• 化学式: C₁₄H₁₅NO
• mdl: MFCD08458839
• 分子量: 213.279
• InChiKey: OQZQKSRWJGTVKG-UHFFFAOYSA-N

物化性质

• 熔点：
  218-220 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  381.1±22.0 °C(Predicted)
• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为产物：
  描述：

  1-[(E)-2-(4-甲氧基苯基)乙烯基]-4-硝基苯 在 palladium on activated charcoal 、 三溴化硼 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 4-[2-(4-氨基苯基)乙基]苯酚
  参考文献：
  名称：

  Correspondence between Molecular Functionality and Crystal Structures. Supramolecular Chemistry of a Family of Homologated Aminophenols

  摘要：

  The crystal structures and packing features of a family of 13 aminophenols, or supraminols, are analyzed and correlated. These compounds are divided into three groups: (a) compounds 1-5 with methylene spacers of the general type HO-C6H4-(CH2)(n)-C6H4-NH2 (n = 1 to 5) and both OH and NH2 in a para position; (b) compounds 1 a, 2a, 2b, 2c, and 3a in which one or more of the methylene linkers in 1 to 3 are exchanged with an S-atom; and (c) compounds 2d, 1b, and 6a prepared with considerations of crystal engineering and where the crystal structures may be anticipated on the basis of structures 1-5, 1 a, 2a, 2b, 2c, and 3a. These 13 aminols can be described in terms of three major supramolecular synthons based on hydrogen bonding between OH and NH2 groups: the tetrameric loop or square motif, the infinite N(H)O chain, and the beta-As sheet. These three synthons are not completely independent of each other but interrelate, with the structures tending toward the more stable beta-As sheet in some cases. Compounds 1-5 show an alternation in melting points, and compounds with n = even exhibit systematically higher melting points compared to those with n = odd. The alternating melting points are reflected in, and explained by, the alternation in the crystal structures. The n = odd structures tend toward the beta-As sheet as n increases and can be considered as a variable series whereas for n = even, the beta-As sheet is invariably formed constituting a fixed series. Substitution of a methylene group by an isosteric S-atom may causes a change in the crystal structure. These observations are rationalized in terms of geometrical and chemical effects of the functional groups. This study shows that even for compounds with complex crystal structures the packing may be reasonably anticipated provided a sufficient number of examples are available.

  DOI：

  10.1021/ja037227p

文献信息

• Efficient Heterogeneously Palladium-Catalysed Synthesis of Stilbenes and Bibenzyls
  作者：Giuseppe Cusati、Anja Wedig、Laurent Djakovitch

  DOI：10.2174/157017809787003043

  日期：2009.1.1

  An alternative heterogeneously palladium catalysed procedure for the synthesis of functional stilbenes and bibenzyls is reported. Starting from aryl bromides and using simple commercially available Pd/C catalyst at a low catalytic rate (1 mol%), stilbenes are obtained with 30-100% GC-yields and bibenzyls are produced in a one-pot fashion with 27-100% GC-yields. The procedure showed, however, some limitations when applied to strongly deactivated aryl bromides that could be in some extent overcome by using corresponding iodo derivatives.

  报道了一种替代的异质钯催化程序，用于合成功能性斯蒂尔本和二苯乙烯。该方法以芳基溴化物为起始材料，使用简单的商用Pd/C催化剂，在低催化剂用量（1 mol%）下，斯蒂尔本的GC产率在30-100%之间，二苯乙烯则以单锅法生产，GC产率为27-100%。然而，该方法在强去活化的芳基溴化物应用时显示出一些局限性，但通过使用相应的碘衍生物可以在某种程度上克服这些问题。
• Electroréduction de dérivés dinitrés aromatiques. V. influences du matériau d'électrode et de systèmes rédox sur les réductions du 4,4′-dinitrodibenzyle et de l'acide 4,4′-dinitrostilbène-2,2′-disulfonique
  作者：Anne-Marie Martre、Guy Mousset、Veronica Cosoveanu、Virginia Danciu

  DOI：10.1139/v96-159

  日期：1996.7.1

  This work concerns the electrochemical and chemical reductions of 4,4′-dinitrodibenzyl and 4,4′-dinitrostilbene 2,2′-disulfonic acid under various experimental conditions. On the one hand, the electrochemical reduction is realized on Sn, monel, and Hg electrodes with or without the presence of a redox couple, and on the other hand, the chemical reduction is performed by mean of an electrochemically

  这项工作涉及 4,4'-二硝基二苄基和 4,4'-二硝基二苯乙烯 2,2'-二磺酸在各种实验条件下的电化学和化学还原。一方面，在有或没有氧化还原对存在的情况下，在 Sn、蒙乃尔和 Hg 电极上实现电化学还原，另一方面，通过电化学产生的还原剂 (Sn0) 进行化学还原. 根据所用氧化还原对的类型（Ti3+/Ti4+ 或 sn0/sn2+），观察到反应产物的性质和比例发生了重要变化。定义了获得二胺或单胺的最佳条件，它们对应于二胺的 90% 产率，4-氨基-4'-硝基二苄基和 4-氨基-4'-硝基二苯乙烯的产率分别为 70% 和 50%。 2,2'-二磺酸。
• Zur bedeutung chemisch-biologischer wechselwirkungen für die toxische und krebserzeugende wirkung aromatischer amine—III
  作者：M. Metzler、H.-G. Neumann

  DOI：10.1016/s0040-4020(01)91622-9

  日期：1971.1
• Massarani, Farmaco, Edizione Scientifica, 1957, vol. 12, p. 380,385
  作者：Massarani

  DOI：——

  日期：——
• ADDUCTS OF EPOXY RESINS AND PROCESS FOR PREPARING THE SAME
  申请人：Dow Global Technologies Inc.

  公开号：EP2283060A1

  公开（公告）日：2011-02-16