环戊-1-烯-1-基环戊基酮 | 61784-26-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环戊-1-烯-1-基环戊基酮
• 英文名称: cyclopent-1-en-1-yl cyclopentyl ketone
• 英文别名: Cyclopenten-1-yl(cyclopentyl)methanone
• CAS: 61784-26-7
• 化学式: C₁₁H₁₆O
• 分子量: 164.247
• InChiKey: AYPKFGMIXNFNTC-UHFFFAOYSA-N

物化性质

• 沸点：
  272.0±19.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  二环戊基甲酮 在 nitric oxide 、 sodium methylate 作用下， 反应 8.0h， 生成 环戊-1-烯-1-基环戊基酮
  参考文献：
  名称：

  Yandovskii, V. N.; Gidaspov, B. V.; Telinskii, I. V., Doklady Chemistry, 1986, vol. 289, p. 256 - 259

  摘要：

  DOI：

文献信息

• A significant effect of anion binding ureas on the product ratio in the palladium(ii)-catalyzed hydrocarbonylation of alkenes
  作者：Jan Scheele、Peter Timmerman、David N. Reinhoudt

  DOI：10.1039/a806722h

  日期：——

  Hydrogen bonding of urea derivatives to the anionic ligands X of (dppp)PdX2 catalysts significantly increases the hydroacylation of cyclopentene relative to the hydroformylation, most probably due to a decreased coordination strength of the anionic ligands.

  脲衍生物与 (dppp)PdX2 催化剂的阴离子配体 X 的氢键结合大大增加了环戊烯的氢酰化反应，而不是氢甲酰化反应，这很可能是由于阴离子配体的配位强度降低所致。
• Yandovskii; Tselinskii, Russian Journal of Organic Chemistry, 1997, vol. 33, # 2, p. 147 - 152
  作者：Yandovskii、Tselinskii

  DOI：——

  日期：——
• The reductive Nazarov cyclization
  作者：Sören Giese、F.G. West

  DOI：10.1016/s0040-4039(98)01934-0

  日期：1998.11

  Tri- and tetrasubstituted 1,4-dien-3-ones 1 were treated with Lewis acid in the presence of triethylsilane, furnishing either silyl enol ethers 4 or cyclopentanones 5 in good yields, depending upon work-up conditions. This reaction is presumed to occur through oxyallyl intermediate 3, which undergoes intermolecular hydride transfer and O-silylation to give 4. In most cases, only 2 equiv. of silane was required, and catalytic amounts of Lewis acid could be used. Trienone substrate 7 was found to undergo clean conversion to tricyclic ether 8, indicating fast capture of the oxyallyl intermediate by the pendant olefin. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Ionic Hydrogenation of Oxyallyl Intermediates: The Reductive Nazarov Cyclization
  作者：Sören Giese、F.G. West

  DOI：10.1016/s0040-4020(00)00866-8

  日期：2000.12

  Cyclization of tri- and tetrasubstituted dienones 1 under Lewis acidic conditions in the presence of triethylsilane led to formation of either silyl enol ethers 6 or cyclopentanones 7 in good to excellent yields, depending on work-up conditions. The proposed mechanism involves initial Nazarov cyclization to give oxyallyl intermediates 5, which are intercepted via intermolecular transfer of hydride. The reactions proceeded cleanly with as little as 2 equiv. of silane and in most cases catalytic amounts of Lewis acid could be used. Trapping with Et3SiD occurs at the less substituted terminus in unsymmetrical cases. (C) 2000 Elsevier Science Ltd. All rights reserved.
• YANDOVSKIJ V. N.; GIDASPOV B. V.; TSELINSKIJ I. V., DOKL. AN CCCP, 289,(1986) N 1, 120-123
  作者：YANDOVSKIJ V. N.、 GIDASPOV B. V.、 TSELINSKIJ I. V.

  DOI：——

  日期：——