(5R)-5-methylnonanoic acid | 116530-39-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (5R)-5-methylnonanoic acid
• 英文别名: (-)(R)-5-butyl-caproic acid；(-)(R)-5-Butyl-capronsaeure；(5r)-5-Methylnonanoic acid
• CAS: 116530-39-3
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: HEJCHODYKPKXSF-SECBINFHSA-N

物化性质

• 沸点：
  262.98°C (estimate)
• 密度：
  0.9047 (rough estimate)
• LogP：
  3.780 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  (5R)-5-methylnonanoic acid 在 氯化亚砜 、 氨 、 水 作用下， 生成 (-)(R)-5-butyl-caproic acid amide
  参考文献：
  名称：

  Levene; Rothen; Marker, Journal of Biological Chemistry, 1936, vol. 115, p. 261

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-4-methyltetrahydro-2H-pyran-2-one 在 吡啶 、 dilithium tetrachlorocuprate 、 magnesium 、 三乙胺 、 对甲苯磺酰氯 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 101.0h， 生成 (5R)-5-methylnonanoic acid
  参考文献：
  名称：

  Cyclopropanol methodology in the synthesis of (4R)- and (4S)-4-methyltetrahydro-2H-pyran-2-ones. Application in the synthesis of insect pheromones with methyl-branched carbon skeleton

  摘要：

  A number of chiral methyl-branched building blocks have been synthesized starting from (4S)-4-methyltetrahydro-2H-pyran-2-one, and the possibility for using them for the preparation of mealworm beetle, rhinoceros beetle, and earth-boring dung beetle pheromones and many other biologically active compounds has been demonstrated.

  DOI：

  10.1134/s1070428015030094

文献信息

• Levene; Marker, Journal of Biological Chemistry, 1932, vol. 95, p. 155
  作者：Levene、Marker

  DOI：——

  日期：——
• Levene; Marker, Journal of Biological Chemistry, 1933, vol. 103, p. 305
  作者：Levene、Marker

  DOI：——

  日期：——
• Levene; Rothen; Marker, Journal of Biological Chemistry, 1936, vol. 115, p. 261
  作者：Levene、Rothen、Marker

  DOI：——

  日期：——
• Cyclopropanol methodology in the synthesis of (4R)- and (4S)-4-methyltetrahydro-2H-pyran-2-ones. Application in the synthesis of insect pheromones with methyl-branched carbon skeleton
  作者：I. V. Mineeva

  DOI：10.1134/s1070428015030094

  日期：2015.3

  A number of chiral methyl-branched building blocks have been synthesized starting from (4S)-4-methyltetrahydro-2H-pyran-2-one, and the possibility for using them for the preparation of mealworm beetle, rhinoceros beetle, and earth-boring dung beetle pheromones and many other biologically active compounds has been demonstrated.