环丙基甲基酮吖嗪 | 17397-15-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 环丙基甲基酮吖嗪
• 英文名称: cyclopropylmethyl ketone azine
• 英文别名: Methyl-cyclopropyl-keton-ketazin；Cyclopropyl-methyl-carbinylazin；1-Cyclopropylethanone 2-(1-cyclopropylethylidene)hydrazone；1-cyclopropyl-N-(1-cyclopropylethylideneamino)ethanimine
• CAS: 17397-15-8
• 化学式: C₁₀H₁₆N₂
• 分子量: 164.25
• InChiKey: XLXGSRAIAOWWSF-UHFFFAOYSA-N

物化性质

• 沸点：
  230.9±7.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  环丙基甲基酮吖嗪 在 氯 作用下， 以 正己烷 为溶剂， 反应 5.0h， 生成 2,3-dicyclopropyl-2,3-dimethylbutane
  参考文献：
  名称：

  Clocking Tertiary Cyclopropylcarbinyl Radical Rearrangements¹

  摘要：

  Three independent methods have been employed to estimate the rate constant, k(1), for ring-opening of the 2-cyclopropyl-2-propyl radical, 1, at room temperature. These three estimates are based on chemical trapping of 1 and the ring-opened 4-methylpent-3-ene-1-yl radical by thiophenol (k(1) = (1.6(5) +/- 0.4(1)) x 10(7) M(-1) s(-1)), 9-azabicyclo[3.3.1]nonane-N-oxyl (k(1) = (1.7(6) +/- 0.3(4)) x 10(7) M(-1) s(-1)) and 2,2,6,6-tetramethylpiperidine-N-oxyl (k(1) = (2.1 +/- 0.4) x 10(7) M(-1) s(-1)) and absolute rate constants for nonrearranging radicals structurally related to 1. The mean value for k(1) ((1.8(4) +/- 0.4) x 10(7) M(-1) s(-1)) should be used when 1 is employed as a tertiary alkyl free radical clock at ambient temperatures.

  DOI：

  10.1021/jo961685h
• 作为产物：
  描述：

  环丙甲基酮 在 一水合肼 作用下， 以 正己烷 为溶剂， 反应 20.0h， 以84%的产率得到环丙基甲基酮吖嗪
  参考文献：
  名称：

  Clocking Tertiary Cyclopropylcarbinyl Radical Rearrangements¹

  摘要：

  Three independent methods have been employed to estimate the rate constant, k(1), for ring-opening of the 2-cyclopropyl-2-propyl radical, 1, at room temperature. These three estimates are based on chemical trapping of 1 and the ring-opened 4-methylpent-3-ene-1-yl radical by thiophenol (k(1) = (1.6(5) +/- 0.4(1)) x 10(7) M(-1) s(-1)), 9-azabicyclo[3.3.1]nonane-N-oxyl (k(1) = (1.7(6) +/- 0.3(4)) x 10(7) M(-1) s(-1)) and 2,2,6,6-tetramethylpiperidine-N-oxyl (k(1) = (2.1 +/- 0.4) x 10(7) M(-1) s(-1)) and absolute rate constants for nonrearranging radicals structurally related to 1. The mean value for k(1) ((1.8(4) +/- 0.4) x 10(7) M(-1) s(-1)) should be used when 1 is employed as a tertiary alkyl free radical clock at ambient temperatures.

  DOI：

  10.1021/jo961685h

文献信息

• 一种肼盐催化酮连氮环化合成吡唑啉的方法
  申请人：郑州中科新兴产业技术研究院

  公开号：CN115572263A

  公开（公告）日：2023-01-06

  本发明提出了一种肼盐催化酮连氮环化合成吡唑啉的方法，属于有机化学合成的技术领域，用以解决酮连氮内环化法合成吡唑啉化合物的选择性和收率低、催化剂与产物难分离、易造成设备腐蚀的技术问题。本发明将酮连氮化合物和肼盐催化剂混合后进行反应，得到吡唑啉化合物。本发明的合成方法工艺条件简单，反应收率高，其选择性高达99.6％，收率高达98.2％；肼盐催化剂重复使用5次后，吡唑啉的选择性仍高达95％以上，收率可达75％。且肼盐催化剂制备工艺简单，易与产物分离，合成过程中产生的三废少，适合工业放大，所得目标产物能够满足吡唑啉作为医药中间体的需求，也是合成新型航天推进剂的关键中间体，工业应用前景十分广阔。
• Synthetic routes to cyclopropyl-substituted azoalkanes. Some reactions of cyclopropylcarbinyl cyanates, isocyanates, benzoates, and p-nitrobenzoates
  作者：Jack W. Timberlake、James Cullen Martin

  DOI：10.1021/jo01275a012

  日期：1968.11
• Clocking Tertiary Cyclopropylcarbinyl Radical Rearrangements¹
  作者：Paul S. Engel、Shu-Lin He、J. T. Banks、K. U. Ingold、J. Lusztyk

  DOI：10.1021/jo961685h

  日期：1997.3.1

  Three independent methods have been employed to estimate the rate constant, k(1), for ring-opening of the 2-cyclopropyl-2-propyl radical, 1, at room temperature. These three estimates are based on chemical trapping of 1 and the ring-opened 4-methylpent-3-ene-1-yl radical by thiophenol (k(1) = (1.6(5) +/- 0.4(1)) x 10(7) M(-1) s(-1)), 9-azabicyclo[3.3.1]nonane-N-oxyl (k(1) = (1.7(6) +/- 0.3(4)) x 10(7) M(-1) s(-1)) and 2,2,6,6-tetramethylpiperidine-N-oxyl (k(1) = (2.1 +/- 0.4) x 10(7) M(-1) s(-1)) and absolute rate constants for nonrearranging radicals structurally related to 1. The mean value for k(1) ((1.8(4) +/- 0.4) x 10(7) M(-1) s(-1)) should be used when 1 is employed as a tertiary alkyl free radical clock at ambient temperatures.