3-Octyl-2-chloro-4,4-ethylenedioxy-2-cyclopenten-1-one | 246178-23-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Octyl-2-chloro-4,4-ethylenedioxy-2-cyclopenten-1-one
• 英文别名: 2-chloro-3-octyl-4,4-ethylenedioxy-2-cyclopentenone；Zaxhfmvingzzqx-uhfffaoysa-；8-chloro-9-octyl-1,4-dioxaspiro[4.4]non-8-en-7-one
• CAS: 246178-23-4
• 化学式: C₁₅H₂₃ClO₃
• 分子量: 286.799
• InChiKey: ZAXHFMVINGZZQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Octyl-2-chloro-4,4-ethylenedioxy-2-cyclopenten-1-one 在 sodium tetrahydroborate 、 氯化铵 、 锌 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 4-hydroxy-2-octyl-2-cyclopentenone
  参考文献：
  名称：

  摘要：

  The title compound was synthesized by AdNE addition of II-octyl cuprate to 2,3-dichloro-4,4-ethylcnedioxy-2-cyclopentenone, followed by alcoholysis and reduction with NaBH4.

  DOI：

  10.1023/a:1012398006013
• 作为产物：
  描述：

  正辛基镁溴盐 、 8,9-二氯-1,4-二氧杂螺[4.4]壬-8-烯-7-酮 在 copper(l) iodide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.5h， 以44%的产率得到3-Octyl-2-chloro-4,4-ethylenedioxy-2-cyclopenten-1-one
  参考文献：
  名称：

  摘要：

  The title compound was synthesized by AdNE addition of II-octyl cuprate to 2,3-dichloro-4,4-ethylcnedioxy-2-cyclopentenone, followed by alcoholysis and reduction with NaBH4.

  DOI：

  10.1023/a:1012398006013

文献信息

• ——
  作者：R.R. Akhmetvaleev、G.M. Baibulatova、G.A. Shavaleeva、M.S. Miftakhov

  DOI：10.1023/a:1012335114190

  日期：——

  Reaction of a number of 3-N-, O-, S-, Cl-, and alkyl-substituted 2-chloro-4,4-ethylenedioxycyclopent-2-en-1-ones with Zn in NH4Cl-MeOH medium were investigated. The expected or partially transformed dehydrochlorination products were isolated. An exclusive chemical stability of 3N-containing cyclopentenones was disclosed. This phenomenon was understood as originating from stabilizing n-d-p-interaction of electrons belonging to heteroatoms in the planar C ' (O)-C-2(Cl)-C-3(N) fragment contained in the molecules of the compounds.
• Akhmetvaleev; Imaeva; Belogaeva, Russian Journal of Organic Chemistry, 1999, vol. 35, # 2, p. 238 - 241
  作者：Akhmetvaleev、Imaeva、Belogaeva、Baikova、Miftakhov

  DOI：——

  日期：——
• ——
  作者：R. R. Akhmetvaleev、G. M. Baibulatova、L. R. Imaeva、M. S. Miftakhov

  DOI：10.1023/a:1012398006013

  日期：——

  The title compound was synthesized by AdNE addition of II-octyl cuprate to 2,3-dichloro-4,4-ethylcnedioxy-2-cyclopentenone, followed by alcoholysis and reduction with NaBH4.

表征谱图