3-p-Tolyl-hexanal | 97250-30-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-p-Tolyl-hexanal
• 英文别名: 3-(4-methylphenyl)hexanal
• CAS: 97250-30-1
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: ZQSPHXPOMSECDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  对溴甲苯 、 2-已烯醛 在 bis(acetylacetonate)nickel(II) 、 二苯锌 作用下， 生成 3-p-Tolyl-hexanal
  参考文献：
  名称：

  Sonochemically prepared organozinc reagents1. conjugate additions to α-β unsaturated aldehydes

  摘要：

  DOI：

  10.1016/s0040-4039(00)61939-1

文献信息

• Relative reactivity of alkenyl alcohols in the palladium-catalyzed redox-relay Heck reaction
  作者：Margaret J. Hilton、Bin Cheng、Benjamin R. Buckley、Liping Xu、Olaf Wiest、Matthew S. Sigman

  DOI：10.1016/j.tet.2015.05.020

  日期：2015.9

  The relative rates of alkenyl alcohols in the Pd-catalyzed redox-relay Heck reaction were measured in order to examine the effect of their steric and electronic properties on the rate-determining step. Competition experiments between an allylic alkenyl alcohol and two substrates with differing chain lengths revealed that the allylic alcohol reacts 3-4 times faster in either case. Competition between di- and trisubstituted alkenyl alcohols provided an interesting scenario, in which the disubstituted alkene was consumed first followed by reaction of the trisubstituted alkene. Consistent with this observation, the transition structures for the migratory insertion of the aryl group into the di- and trisubstituted alkenes were calculated with a lower barrier for the former. An internal competition between a substrate containing two alcohols with differing chain lengths demonstrated the catalyst's preference for migrating toward the closest alcohol. Additionally, it was observed that increasing the electron-density in the arene boronic acid promotes a faster reaction, which correlates with Hammett sigma(p) values to give a rho of -0.87. (C) 2015 Elsevier Ltd. All rights reserved.
• SOUZA, BARBOZA, J. C. DE;PETRIER, CH.;LUCHE, J. -L., TETRAHEDRON LETT., 1985, 26, N 7, 829-830
  作者：SOUZA, BARBOZA, J. C. DE、PETRIER, CH.、LUCHE, J. -L.

  DOI：——

  日期：——