(5Z)-2,5-dimethyl-5-hepten-3-one | 85470-79-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5Z)-2,5-dimethyl-5-hepten-3-one
• 英文别名: (Z)-2,5-dimethylhept-5-en-3-one
• CAS: 85470-79-7
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: RJASFNQEWPIFRQ-YVMONPNESA-N

物化性质

• 沸点：
  187.2±9.0 °C(Predicted)
• 密度：
  0.834±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  异丁酸乙酯 、 天然橡胶 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以48%的产率得到(5Z)-2,5-dimethyl-5-hepten-3-one
  参考文献：
  名称：

  Reactions of dicarbanion equivalents generated from complexation of 1,3-dienes on Ti(II) moiety

  摘要：

  Conjugated dienes are able to react as 1,2- or 1,4-dicarbanions by coordination on Ti(II) moiety. These two possibilities are exemplified in this letter with isoprene, myrcene and several aldehydes to give 1,4- and 1,6-diols. When allowed to react with esters at room temperature, the titanium-diene complexes lead to cyclopentenol derivatives. Surprisingly, when this reaction is performed at lower temperature (-40 degrees C), allylic ketones are formed with high regio and diastereoselectivities. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.077

文献信息

• ZIRCONIUM ASSISTED REGIOSELECTIVE ACYLATION OF DIENES WITH SATURATED OR UNSATURATED ESTERS TO LEAD TO β,γ-UNSATURATED CARBONYL COMPOUNDS
  作者：Munetaka Akita、Hajime Yasuda、Akira Nakamura

  DOI：10.1246/cl.1983.217

  日期：1983.2.5

  Regioselective formylation or acylation of isoprene at the C1 atom was realized by reaction of Cp2Zr(isoprene) with saturated esters followed by protonolysis with acetic acid. The corresponding reaction with various alkyl acrylates resulted in the formation of allyl vinyl ketones.

  通过 Cp2Zr（异戊二烯）与饱和酯反应，然后用乙酸进行质子分解，实现了异戊二烯在 C1 原子上的区域选择性甲酰化或酰化。与各种丙烯酸烷基酯发生相应反应后，可生成烯丙基乙烯基酮。