2,3,4,5-tetrabutylcyclopentadienone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,5-tetrabutylcyclopentadienone
• 英文别名: 2,3,4,5-Tetrabutylcyclopenta-2,4-dien-1-one
• 化学式: C₂₁H₃₆O
• 分子量: 304.516
• InChiKey: SSGHHGLHSDEEHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 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：

  草酰氯 、 (5Z,7Z)-6,7-dibutyl-5,8-diiodododeca-5,7-diene 在 叔丁基锂 、 copper(l) chloride 作用下， 以 正己烷 为溶剂， 反应 0.5h， 以82%的产率得到2,3,4,5-tetrabutylcyclopentadienone
  参考文献：
  名称：

  1,1-Cycloaddition of Oxalyl Dichloride with Dialkenylmetal Compounds:  Formation of Cyclopentadienone Derivatives by the Reaction of 1,4,-Dilithio-1,3-dienes or Zirconacyclopentadienes with Oxalyl Chloride in the Presence of CuCl

  摘要：

  1,4-Dilithio-1,3-dienes or zirconacyclopentadienes reacted with oxalyl chloride in the presence of CuCl in a 1,1-cycloaddition manner to give cyclopentadienone derivatives in high yields along with the elimination of CO.

  DOI：

  10.1021/ja0506713

文献信息

• CuCl-mediated tandem CO insertion and annulation of 1,4-dilithio-1,3-dienes: formation of multiply substituted cyclopentadienones and/or their head-to-head dimers
  作者：Qian Luo、Chao Wang、Wen-Xiong Zhang、Zhenfeng Xi

  DOI：10.1039/b719007g

  日期：——

  Mediated by CuCl, 1,4-dilithio-1,3-dienes reacted with carbon monoxide (CO) to generate multi-substituted cyclopentadienones and/or their head-to-head dimers, via tandem CO insertion and intra/intermolecular cycloaddition of organocopper compounds.

  在氯化铜的介导下，1,4-二硫-1,3-二烯与一氧化碳（CO）反应，通过串联 CO 插入和有机铜化合物的分子内/分子间环加成，生成多取代环戊二烯酮和/或其头对头二聚体。
• Efficient Synthesis of Cyclopentadienone Derivatives by the Reaction of Carbon Dioxide with 1,4-Dilithio-1,3-dienes
  作者：Zhenfeng Xi、Qiuling Song

  DOI：10.1021/jo005641r

  日期：2000.12.1

  One-pot reaction of carbon dioxide with 1,4-dilithio-1,3-diene derivatives afforded cyclopentadienone derivatives bearing various substituents in high yields within several minutes.
• 1,1-Cycloaddition of Oxalyl Dichloride with Dialkenylmetal Compounds:  Formation of Cyclopentadienone Derivatives by the Reaction of 1,4,-Dilithio-1,3-dienes or Zirconacyclopentadienes with Oxalyl Chloride in the Presence of CuCl
  作者：Chao Chen、Chanjuan Xi、Yanfeng Jiang、Xiaoyin Hong

  DOI：10.1021/ja0506713

  日期：2005.6.1

  1,4-Dilithio-1,3-dienes or zirconacyclopentadienes reacted with oxalyl chloride in the presence of CuCl in a 1,1-cycloaddition manner to give cyclopentadienone derivatives in high yields along with the elimination of CO.