Hexanoic acid (1R,2R,4R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

• 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: Hexanoic acid (1R,2R,4R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
• 英文别名: [(1R,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] hexanoate
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: FVTTUTDGUCSLMA-IOASZLSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  (-)-莰烯 、 己酸 在 H₃PW₁₂O₄₀/SiO₂ 作用下， 以 异辛烷 为溶剂， 反应 3.0h， 以80%的产率得到Hexanoic acid (1R,2R,4R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester
  参考文献：
  名称：

  Esterification of camphene over heterogeneous heteropoly acid catalysts: Synthesis of isobornyl carboxylates

  摘要：

  Silica supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an active and environmentally friendly solid acid catalyst for liquid-phase esterification of camphene, a renewable biomass-based substrate, with C-2, C-4 and C-6 short-chain fatty acids. The reaction provides isobornyl carboxylates, useful as fragrances, in virtually 100% selectivity and 80-90% yield. The reaction is equilibrium-controlled and occurs under mild conditions with a catalyst turnover number of up to 3000. The use of hydrocarbon solvent prevents PW from leaching to allow easy catalyst recovery. The catalyst can be reused several times without loss of activity and selectivity. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2011.09.032

文献信息

• A SIMPLE AND CONVENIENT ONE-POT SYNTHESIS OF FATTY ACID ESTERS FROM HINDERED ALCOHOLS USING<i>N</i>,<i>N</i>-DIMETHYLCHLORO-SULFITEMETHANIMINIUM CHLORIDE AS DEHYDRATING AGENT
  作者：Savita Kaul、Ajay Kumar、Bir Sain、A. K. Gupta

  DOI：10.1081/scc-120006474

  日期：2002.1

  ABSTRACT N,N-Dimethylchlorosulfitemethaniminium chloride (SOCl2-DMF) has been found to be an efficient reagent for one-pot synthesis of esters from equimolar amounts of fatty acids and hindered alcohols under mild conditions.

  摘要 N,N-二甲基氯亚硫酸盐甲铵氯化物 (SOCl2-DMF) 已被发现是一种在温和条件下从等摩尔量的脂肪酸和受阻醇一锅合成酯的有效试剂。
• Esterification of camphene over heterogeneous heteropoly acid catalysts: Synthesis of isobornyl carboxylates
  作者：Augusto L.P. de Meireles、Kelly A. da Silva Rocha、Ivan V. Kozhevnikov、Elena V. Gusevskaya

  DOI：10.1016/j.apcata.2011.09.032

  日期：2011.12

  Silica supported H3PW12O40 (PW), the strongest heteropoly acid in the Keggin series, is an active and environmentally friendly solid acid catalyst for liquid-phase esterification of camphene, a renewable biomass-based substrate, with C-2, C-4 and C-6 short-chain fatty acids. The reaction provides isobornyl carboxylates, useful as fragrances, in virtually 100% selectivity and 80-90% yield. The reaction is equilibrium-controlled and occurs under mild conditions with a catalyst turnover number of up to 3000. The use of hydrocarbon solvent prevents PW from leaching to allow easy catalyst recovery. The catalyst can be reused several times without loss of activity and selectivity. (C) 2011 Elsevier B.V. All rights reserved.