1-cyclopropyl-2E-nonen-1-one | 128540-78-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-cyclopropyl-2E-nonen-1-one
• 英文别名: (E)-1-cyclopropyl-non-2-en-1-one；(E)-1-cyclopropylnon-2-en-1-one
• CAS: 128540-78-3
• 化学式: C₁₂H₂₀O
• 分子量: 180.29
• InChiKey: SJHLNLPMMCDFEJ-BQYQJAHWSA-N

物化性质

• 沸点：
  90 °C(Press: 1 Torr)
• 密度：
  0.931±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-2E-nonen-1-one 在 镍 sodium tetrahydroborate 、 氢气 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 生成 1-cyclopropylnonan-1-ol
  参考文献：
  名称：

  Simple synthesis of?-silyloxyacylcyclopropanes and the homoallyl rearrangement of cyclopropylcarbinols by the action of trimethylsilyl halides in the presence of zinc halides

  摘要：

  The ZnCl2 catalyzed condensation of 1-trimethylsilyloxyvinylcyclopropane with aldehydes and ketones gave beta-silyloxyacylcyclopropanes, which were converted by the action of TsOH in boiling benzene into 1-cyclopropyl-2E-alken-1-ones. Reduction of the latter gave saturated and allyl cyclopropylcarbinols, which by means of Me3SiX and catalytic amounts of ZnX2 (X = Cl, Br) were highly selectively converted into the corresponding linear mono- and dienic E-homoallyl halides. The sequence of reactions that was worked out provided an effective synthesis of 3E-dodecenyl acetate, a sex pheromone of the sugar beet moth.

  DOI：

  10.1007/bf00958248
• 作为产物：
  描述：

  N-(1-cyclopropylethylidene)-cyclohexanamine 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 0.33h， 生成 1-cyclopropyl-2E-nonen-1-one
  参考文献：
  名称：

  Moiseenkov, Alexander M.; Czeskis, Boris A.; Ivanova, Natalya M., Journal of the Chemical Society. Perkin transactions I, 1991, p. 2639 - 2649

  摘要：

  DOI：

文献信息

• Generation and Intermolecular Capture of Cyclopropylacyl Radicals
  作者：Markus R. Heinrich、Samir Z. Zard

  DOI：10.1021/ol047892i

  日期：2004.12.1

  Cyclopropylacyl radicals derived from S-cyclopropylacyl xanthates (dithiocarbonates) undergo intermolecular additions to olefins without loss of CO or ring opening. In the presence of a phenyl ring on carbon C-1 of the cyclopropane ring, loss can be made to occur in the absence of an olefinic trap. The adducts from the cyclopropylacyl radical additions are easily converted into enones by base-induced beta-elimination of the xanthate group.
• Simple synthesis of acetogenin transoid insect pheromones starting from acetylcyclopropane
  作者：B. A. Cheskis、N. M. Ivanova、A. M. Moiseenkov、O. M. Nefedov

  DOI：10.1007/bf00961235

  日期：1991.7

  A highly effective synthesis of a series of alkyl and 1-alkenyl cyclopropyl ketones, which are key components in the complete synthesis of a large number of transoid lepidoptera pheromones, has been developed, based on the alkylation of N-cyclohexyl-1-cyclopropylethylideneimine or its condensation with aldehydes.
• CHESKIS, B. A.;IVANOVA, N. M.;MOISEENKOV, A. M.;NEFEDOV, O. M., IZV. AN CCCP. CEP. XIM.,(1990) N, S. 2025-2036
  作者：CHESKIS, B. A.、IVANOVA, N. M.、MOISEENKOV, A. M.、NEFEDOV, O. M.

  DOI：——

  日期：——
• CHESKIS, B. A.;IVANOVA, N. M.;MOISEENKOV, A. M.;NEFEDOV, O. M., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1555-1562
  作者：CHESKIS, B. A.、IVANOVA, N. M.、MOISEENKOV, A. M.、NEFEDOV, O. M.

  DOI：——

  日期：——