5-(1-phenylethoxy)pentan-2-one

• 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: 5-(1-phenylethoxy)pentan-2-one
• 化学式: C₁₃H₁₈O₂
• 分子量: 206.285
• InChiKey: DLIAPSHEMSGBKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环丙甲基酮 、 苏合香醇 在 copper(ll) bromide 作用下， 以 水 为溶剂， 反应 8.0h， 以6%的产率得到5-(1-phenylethoxy)pentan-2-one
  参考文献：
  名称：

  摘要：

  The possibility of the cleavage of the C-C bond in acetylcyclopropane (ACP) under the action of water or alcohols in the presence of copper or palladium salts was demonstrated for the first time. At 175-180 degreesC, the reactions proceeded regioselectively with the cleavage of the C(1)-C(2) bond in the cyclopropane ring. The reaction of ACP with water afforded 5-hydroxypentan-2-one, bis(3-acetylpropyl) ether, and furan compounds, whereas the reactions with alcohols proceeded selectively to form 5-alkoxypentan-2-ones. The yields of the latter depend on the nature and structure of the alcohol, the maximum values (98%) being achieved in the case of primary alcohols.

  DOI：

  10.1023/a:1014010907818

文献信息

• ——
  作者：U. M. Dzhemilev、R. I. Khusnutdinov、A. M. Atnabaeva、Z. S. Muslimov、R. I. Parfenova、Yu. V. Tomilov

  DOI：10.1023/a:1014010907818

  日期：——

  The possibility of the cleavage of the C-C bond in acetylcyclopropane (ACP) under the action of water or alcohols in the presence of copper or palladium salts was demonstrated for the first time. At 175-180 degreesC, the reactions proceeded regioselectively with the cleavage of the C(1)-C(2) bond in the cyclopropane ring. The reaction of ACP with water afforded 5-hydroxypentan-2-one, bis(3-acetylpropyl) ether, and furan compounds, whereas the reactions with alcohols proceeded selectively to form 5-alkoxypentan-2-ones. The yields of the latter depend on the nature and structure of the alcohol, the maximum values (98%) being achieved in the case of primary alcohols.