3-(phenyl-trans-ethenyl)benzyl alcohol | 74070-43-2

• 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: 3-(phenyl-trans-ethenyl)benzyl alcohol
• 英文别名: 3-(2-phenylvinyl)-benzyl alcohol；3-trans-styryl-benzyl alcohol；3-trans-Styryl-benzylalkohol；(E)-3-styrylbenzyl alcohol；[3-[(E)-2-phenylethenyl]phenyl]methanol
• CAS: 74070-43-2
• 化学式: C₁₅H₁₄O
• 分子量: 210.276
• InChiKey: WEDHVMWCGAIPGO-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(phenyl-trans-ethenyl)benzyl alcohol 以82.4%的产率得到(E)-3-styrylbenzaldehyde
  参考文献：
  名称：

  Stilbene compounds and insecticidal/acaricidal compositions

  摘要：

  该发明涉及一些新的亚苯乙烯衍生物，其一般式为##STR1##其中R、R.sup.1和R.sup.2具有下面所述的含义，以及它们的制备方法和作为节肢动物杀虫剂的用途，特别是作为杀虫剂和杀螨剂。

  公开号：

  US04271186A1
• 作为产物：
  描述：

  3-(2-(E)-phenylethenyl)-benzoic acid 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 3-(phenyl-trans-ethenyl)benzyl alcohol
  参考文献：
  名称：

  Benzyl Tosylates. III. The Relative Conjugative Aptitudes of the Acetylenic and Ethylenic Bonds

  摘要：

  DOI：

  10.1021/ja01110a044

文献信息

• β‐Aryl Nitrile Construction<i>via</i>Palladium‐Catalyzed Decarboxylative Benzylation of α‐Cyano Aliphatic Carboxylate Salts
  作者：Rui Shang、Zheng Huang、Xiao Xiao、Xi Lu、Yao Fu、Lei Liu

  DOI：10.1002/adsc.201200383

  日期：2012.9.17

  The palladium‐catalyzed decarboxylative benzylation of α‐cyano aliphatic carboxylate salts with benzyl electrophiles was discovered. This reaction exhibits good functional group compatibility and proceeds under relatively mild conditions. A diverse range of quaternary, tertiary and secondary β‐aryl nitriles can be conveniently prepared by this method.

  发现了α-氰基脂肪族羧酸盐与苄基亲电试剂的钯催化脱羧苄基化反应。该反应表现出良好的官能团相容性，并且在相对温和的条件下进行。通过这种方法可以方便地制备各种范围的季，叔和仲β-芳基腈。
• Pd-Mediated C-C and C-S Bond Formation on Solid Support: A Scope and Limitations Study
  作者：Sebastian Wendeborn、Sabine Berteina、Wolfgang K.-D. Brill、Alain De Mesmaeker

  DOI：10.1055/s-1998-22661

  日期：1998.6

  The scope and limitations of Pd(0)-mediated coupling reactions between aromatic halides linked to a polystyrene resin and boronic acid derivatives (Suzuki coupling), aromatic and vinylic tin compounds (Stille coupling), as well as thiols are reported. For all reactions, conditions were optimized and evaluated with various reagents. In many cases, upon cleavage from the solid support, products were obtained in excellent yields. In most cases, the optimized reaction conditions are superior to those previously reported in the literature.

  本文报道了零价钯催化的芳基卤代物与聚苯乙烯树脂相连的配体、硼酸衍生物（铃木偶联反应）、芳基和乙烯基锡化合物（斯蒂尔偶联反应）以及硫醇之间的偶联反应的范围和局限性。针对所有反应，经过优化条件并使用不同试剂进行评估。在许多情况下，从固相载体上切割下来的产物收率极佳。大多数情况下，经过优化的反应条件优于先前文献报道的条件。
• Cu-Catalyzed Suzuki–Miyaura reactions of primary and secondary benzyl halides with arylboronates
  作者：Yan-Yan Sun、Jun Yi、Xi Lu、Zhen-Qi Zhang、Bin Xiao、Yao Fu

  DOI：10.1039/c4cc05376a

  日期：——

  A copper-catalyzed Suzuki-Miyaura coupling of benzyl halides with arylboronates is described. Varieties of primary benzyl halides as well as more challenging secondary benzyl halides with beta hydrogens or steric hindrance could be successfully converted into the corresponding products. Thus it provides access to diarylmethanes, diarylethanes and triarylmethanes.

  描述了苄基卤化物与芳基硼酸酯的铜催化的Suzuki-Miyaura偶联。各种伯苄基卤化物以及更具挑战性的具有β氢或位阻的仲苄基卤化物都可以成功转化为相应的产品。因此，它提供了接触二芳基甲烷，二芳基乙烷和三芳基甲烷的途径。
• IMIDAZO (4,5-c) PYRIDINES WITH PAF ANTAGONIST ACTIVITY
  申请人：PFIZER INC.

  公开号：EP0533695B1

  公开（公告）日：1994-10-05
• Substituted alkylamine derivatives
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0318860B1

  公开（公告）日：1993-06-16