2-hydroxymethyl-3,7,7-trimethyl-1-oxacyclohept-3-ene | 389860-73-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxymethyl-3,7,7-trimethyl-1-oxacyclohept-3-ene
• 英文别名: (3,7,7-Trimethyl-2,5,6,7-tetrahydrooxepin-2-yl)methanol；(3,7,7-trimethyl-5,6-dihydro-2H-oxepin-2-yl)methanol
• CAS: 389860-73-5
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: UDMPGQAEGXLLQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  橙花醇 在 sodium hydroxide 、 单过氧邻苯二甲酸 、 氟磺酸 作用下， 以 水 为溶剂， 反应 5.0h， 生成 2-hydroxymethyl-3,7,7-trimethyl-1-oxacyclohept-3-ene
  参考文献：
  名称：

  摘要：

  2,3-Epoxygeraniol undergoes dissimilar rearrangements in contact with liquid superacids at low temperature or on solid superacids at room temperature due to different location of the arising cationic center depending on the superacid character. 2,3-Epoxynerol, 6,7-epoxycitronellol, and 6,7-geranyl acetate on ZrO2SO42 afford the corresponding ketones via epoxy ring opening followed by 1,2-hydride shift. With 6,7-geranyl acetate 7-oxanobornane formed as a minor product. The mode of generation of the cationic center (either the olefin protonation or the epoxy ring opening) affects the rearrangement direction at similar conditions.

  DOI：

  10.1023/a:1012449228670

文献信息

• ——
  作者：T. M. Khomenko、D. V. Korchagina、V. A. Barkhash

  DOI：10.1023/a:1012449228670

  日期：——

  2,3-Epoxygeraniol undergoes dissimilar rearrangements in contact with liquid superacids at low temperature or on solid superacids at room temperature due to different location of the arising cationic center depending on the superacid character. 2,3-Epoxynerol, 6,7-epoxycitronellol, and 6,7-geranyl acetate on ZrO2SO42 afford the corresponding ketones via epoxy ring opening followed by 1,2-hydride shift. With 6,7-geranyl acetate 7-oxanobornane formed as a minor product. The mode of generation of the cationic center (either the olefin protonation or the epoxy ring opening) affects the rearrangement direction at similar conditions.