octadecanol-4,4-d2 | 86419-86-5

• 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: octadecanol-4,4-d2
• CAS: 86419-86-5
• 化学式: C₁₈H₃₈O
• 分子量: 272.483
• InChiKey: GLDOVTGHNKAZLK-DOBBINOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  19.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 octadecanol-4,4-d2 在 吡啶 作用下， 以 甲苯 、 苯 为溶剂， 生成 n-octadecyl-4,4-d2 benzoate
  参考文献：
  名称：

  The nominal butyl ester ion in the mass spectra of long-chainn-alkyl esters: A postscript

  摘要：

  Abstractn‐Octadecyl benzoate, taken as a model for long‐chain n‐alkyl carboxylates generally, loses C14H28 under electron impact to yield a product with the same elemental composition as the butyl benzoate molecular ion. This product retains quantitatively one hydrogen from C‐6, and seems to be formed as an oxygen‐protonated 4‐benzoyloxybutyl radical. It reacts further to lose H2O, in which deuterium labeling demostrates that the second hydrogen atom comes predominantly from C‐4. The intermediate reorganization, for which the driving force is presumably furnished by the instability associated with a primary radical, is pictured in terms of cyclization via bonding between the C‐4 radical site and the benzoyl carbon concerted with hydrogen migration via a 4‐membered quasicyclic transition state.

  DOI：

  10.1002/oms.1210180305
• 作为产物：
  描述：

  十五烷酸甲酯 在 lithium aluminium deuteride 、 溴 、 三溴化磷 、 magnesium 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.0h， 生成 octadecanol-4,4-d2
  参考文献：
  名称：

  The nominal butyl ester ion in the mass spectra of long-chainn-alkyl esters: A postscript

  摘要：

  Abstractn‐Octadecyl benzoate, taken as a model for long‐chain n‐alkyl carboxylates generally, loses C14H28 under electron impact to yield a product with the same elemental composition as the butyl benzoate molecular ion. This product retains quantitatively one hydrogen from C‐6, and seems to be formed as an oxygen‐protonated 4‐benzoyloxybutyl radical. It reacts further to lose H2O, in which deuterium labeling demostrates that the second hydrogen atom comes predominantly from C‐4. The intermediate reorganization, for which the driving force is presumably furnished by the instability associated with a primary radical, is pictured in terms of cyclization via bonding between the C‐4 radical site and the benzoyl carbon concerted with hydrogen migration via a 4‐membered quasicyclic transition state.

  DOI：

  10.1002/oms.1210180305