cis-1,3,3-trimethylbicyclo<3.1.0>hexane-1-carboxaldehyde

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: cis-1,3,3-trimethylbicyclo<3.1.0>hexane-1-carboxaldehyde
• 英文别名: (1S,2S,5R)-2,6,6-trimethylbicyclo[3.1.0]hexane-2-carbaldehyde
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: ILFUARLGURAIBZ-KHQFGBGNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  顺式-柠檬醛 在 吡啶 、 chromium(VI) oxide 作用下， 生成 cis-1,3,3-trimethylbicyclo<3.1.0>hexane-1-carboxaldehyde
  参考文献：
  名称：

  Novel temperature-dependent photochemical rearrangement of citral

  摘要：

  DOI：

  10.1021/ja00474a061

文献信息

• Novel photochemical rearrangements of citral and related compounds at elevated temperatures
  作者：Steven Wolff、Francis Barany、William C. Agosta

  DOI：10.1021/ja00527a041

  日期：1980.3
• Changes of Lemon Flavor Components in an Aqueous Solution during UV Irradiation
  作者：Yuko Iwanami、Hideki Tateba、Nobuko Kodama、Katsumi Kishino

  DOI：10.1021/jf960100h

  日期：1997.2.1

  A lemon flavor composed of lemon oil, water (pH 6 phosphate buffer), and ethanol, and the lemon-flavored drink were irradiated with UV light. Citral (1 and 2), which is one of the most important components expressing the typical lemon-like odor, significantly decreased with Z-E isomerization and there appeared 2-(3-methyl-2-cyclopenten-1-yl)-2-methyl (6), trans-1,3,3-trimethylbicyclo[3.1.0]hexane-1-carboxaldehyde (7), cis-1,3,3-trimethylbicyclo[3.1.0]hexane-1-carboxaldehyde (8), (1,2,2-trimethyl-3-cyclopenten-1-yl)acetaldehyde (9), alpha-campholenealdehyde (10), photocitral A (3), epiphotocitral A (4), and photocitral B (5). New compounds of aldehyde 9, 6 and 10, were newly identified as photoreaction products of citral. Limonene, terpinolene, and nonanal decreased, while p-cymene increased after UV irradiation. Other components, such as sesquiterpene hydrocarbons, citronellal, linalool, and terpineols, were only slightly changed. These results suggested that citral is a more UV-unstable component in lemon flavor and the photolysis of citral could affect other components in lemon flavor during UV irradiation.
• Novel temperature-dependent photochemical rearrangement of citral
  作者：Francis Barany、Steven Wolff、William C. Agosta

  DOI：10.1021/ja00474a061

  日期：1978.3