(Z)-2-benzyl-5-phenylpent-2-enal | 343360-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-2-benzyl-5-phenylpent-2-enal
• CAS: 343360-95-2
• 化学式: C₁₈H₁₈O
• 分子量: 250.34
• InChiKey: TZPYVOJBDZLCEU-AQTBWJFISA-N

物化性质

• 沸点：
  418.5±34.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯丙醛 在 N-cyclohexyl-N-1-cyclohexenylamino-dichloroborane 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (Z)-2-benzyl-5-phenylpent-2-enal
  参考文献：
  名称：

  Sugasawa,T. et al., Synthetic Communications, 1979, vol. 9, p. 515 - 528

  摘要：

  DOI：

文献信息

• Rapid Organocatalytic Aldehyde-Aldehyde Condensation Reactions
  作者：Anniina Erkkilä、Petri M. Pihko

  DOI：10.1002/ejoc.200700292

  日期：2007.9

  We report the results of the systematic optimization of the α-methylenation of aldehydes with aqueous formaldehyde. A simple combination of a secondary amine catalyst and a weak acid co-catalyst has been identified, allowing access to α-substituted acroleins in a matter of minutes. In the absence of formaldehyde, the catalytic system promoted the self-condensation reaction of α,β-unsaturated aldehydes

  我们报告了醛类与甲醛水溶液的 α-甲基化的系统优化结果。已经确定了仲胺催化剂和弱酸助催化剂的简单组合，可以在几分钟内获得 α-取代的丙烯醛。在没有甲醛的情况下，催化体系促进了 α,β-不饱和醛的自缩合反应。这两个反应都表现出助催化剂酸度和反应速率之间的线性关系。观察到催化剂浓度的二级依赖性，表明在速率确定步骤中涉及两个铵催化剂分子。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• [EN] CONVERSION OF ALCOHOLS TO LINEAR AND BRANCHED FUNCTIONALIZED ALKANES<br/>[FR] CONVERSION D'ALCOOLS EN ALCANES FONCTIONNALISÉS LINÉAIRES ET RAMIFIÉS
  申请人：ORGANOFUEL SWEDEN AB

  公开号：WO2018034609A1

  公开（公告）日：2018-02-22

  Embodiments herein concerns the eco-friendly conversion of simple alcohols to linear or branched functionalized alkanes, by integrated catalysis. The alcohols are firstlyoxidized either chemically or enzymatically to the corresponding aldehydes or ketones, followed by aldol condensations using a catalyst to give the corresponding enals or enones. The enals or enones are subsequently and selectively hydrogenated using a recyclable heterogeneous metal catalyst, organocatalyst or an enzyme to provide linear or branched functionalized alkanes with an aldehyde, keto- or alcohol functionality. The process is also iterative and can be further extended by repeating the above integrated catalysis for producing long-chain functionalized alkanes from simple alcohols.

  本文涉及的实施例涉及将简单醇经过集成催化转化为直链或支链官能化烷烃的环保方法。首先将醇化学或酶催化氧化为相应的醛或酮，然后使用催化剂进行醛缩合反应，得到相应的烯醛或烯酮。接着，使用可回收的杂质金属催化剂、有机催化剂或酶对烯醛或烯酮进行选择性加氢，得到带有醛、酮或醇官能团的直链或支链官能化烷烃。该过程还是可迭代的，可以通过重复上述集成催化来从简单醇中生产长链官能化烷烃。
• TaCl5-silicagel and TaCl5 as new Lewis acid systems for selective tetrahydropyranylation of alcohols and thioacetalisation, trimerisation and aldolisation of aldehydes.
  作者：S. Chandrasekhar、Mohamed Takhi、Y. Ravindra Reddy、Suchismita Mohapatra、C. Rama Rao、K. Venkatram Reddy

  DOI：10.1016/s0040-4020(97)01051-x

  日期：1997.11

  TaCl5 adsorbed on silicagel has been utilized for the first time as Lewis acid catalyst for protection of aldehydes and alcohols as thiocetals and THP ethers respectively. Similarly TaCl5 has been exploited as an useful Lewis acid for chemoselective trimerisation and/or aldolisation of aldehydes. (C) 1997 Elsevier Science Ltd.
• Organozinc alkoxide-promoted aldol-Tishchenko reaction of aliphatic aldehydes: an expedient entry to prepare the α-methylene ketones
  作者：Yung-Son Hon、Chun-Ping Chang

  DOI：10.1016/j.tet.2005.03.076

  日期：2005.5

  i-PrOZnEt is an excellent reagent to promote the aldol-Tishchenko reaction of the aliphatic aldehydes tethered with other labile functional groups. The 1,3-diol monoesters 4 were formed as the major products, which could be converted to alpha-methylene ketones 7 in two steps in good yields. (c) 2005 Elsevier Ltd. All rights reserved.
• Sugasawa,T. et al., Synthetic Communications, 1979, vol. 9, p. 515 - 528
  作者：Sugasawa,T. et al.

  DOI：——

  日期：——