hexadecan-2-yl 2-phenylacetate | 1027640-49-8

• 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: hexadecan-2-yl 2-phenylacetate
• CAS: 1027640-49-8
• 化学式: C₂₄H₄₀O₂
• 分子量: 360.58
• InChiKey: KGYCFZUAVNIFFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  26
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-十六醇 、 苯乙酸甲酯 在 3,5-双(三氟甲基)苯基异硫氰酯 、 4-吡咯烷基吡啶 作用下， 以 正辛烷 为溶剂， 反应 24.0h， 以70%的产率得到hexadecan-2-yl 2-phenylacetate
  参考文献：
  名称：

  Zwitterionic Salts as Mild Organocatalysts for Transesterification

  摘要：

  The exothermic reaction of 3,5-bis(trifluoromethyl)phenyl or 4-nitrophenyl isothlocyanate with 4-pyrrolidinopyridine (PPY) gave the corresponding arylaminothlocarbonylpyridinium salts in quantitative yields. These novel zwitterionic salts were effective as organocatalysts for the transesterification reaction of an equimolar mixture of methyl carboxylates and alcohols in hydrocarbons such as heptane and octane under azeotropic reflux conditions with the removal of methanol. In sharp contrast, PPY was inert as a catalyst under the same reaction conditions.

  DOI：

  10.1021/ol8005979

文献信息

• Zwitterionic Salts as Mild Organocatalysts for Transesterification
  作者：Kazuaki Ishihara、Masatoshi Niwa、Yuji Kosugi

  DOI：10.1021/ol8005979

  日期：2008.6.5

  The exothermic reaction of 3,5-bis(trifluoromethyl)phenyl or 4-nitrophenyl isothlocyanate with 4-pyrrolidinopyridine (PPY) gave the corresponding arylaminothlocarbonylpyridinium salts in quantitative yields. These novel zwitterionic salts were effective as organocatalysts for the transesterification reaction of an equimolar mixture of methyl carboxylates and alcohols in hydrocarbons such as heptane and octane under azeotropic reflux conditions with the removal of methanol. In sharp contrast, PPY was inert as a catalyst under the same reaction conditions.