methyl 4,8-dimethyl-8-hydroxynonanoate

• 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: methyl 4,8-dimethyl-8-hydroxynonanoate
• 英文别名: Methyl 8-hydroxy-4,8-dimethylnonanoate；methyl 8-hydroxy-4,8-dimethylnonanoate
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: ASPMDAUVIVZLQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲醇 、 2,6-二甲基-7-辛烯-2-醇 、 一氧化碳 在 bis-triphenylphosphine-palladium(II) chloride 、 三苯基膦 、 tin(ll) chloride 作用下， 以 甲苯 为溶剂， 72.0 ℃ 、4.0 MPa 条件下， 反应 16.0h， 以19%的产率得到cis-2,6-Dimethyl-oct-6-en-2-ol
  参考文献：
  名称：

  Dihydromyrcenol carbonylation catalyzed by palladium–tin precursors: selectivity of the reaction drawn by the experimental conditions and the co-reactants

  摘要：

  The methoxycarbonylation of dihydromyrcenol 1 has been carried out in the presence of the catalytic system [PdCl2(PPh3)(2)]-SnCl(2)(.)2H(2)O-2PPh(2). This study shows that it is possible to reduce the amounts of isomerization of the terminal double bond and the dehydration side-reaction of the tertiary alcoholic function. According to the experimental conditions (P-CO = 40 or 100 bar, concentration of methanol, experiment duration, temperature) it is possible to orient the reaction towards the three 'linear' esters 4, 5. 6. and lactone 8. This latter product has been exclusively obtained when the acidity of the medium is controlled. Nevertheless it is more difficult to obtain one ester from each others. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01245-1

文献信息

• Dihydromyrcenol carbonylation catalyzed by palladium–tin precursors: selectivity of the reaction drawn by the experimental conditions and the co-reactants
  作者：Géraldine Lenoble、Martine Urrutigoı̈ty、Philippe Kalck

  DOI：10.1016/s0022-328x(01)01245-1

  日期：2002.2

  The methoxycarbonylation of dihydromyrcenol 1 has been carried out in the presence of the catalytic system [PdCl2(PPh3)(2)]-SnCl(2)(.)2H(2)O-2PPh(2). This study shows that it is possible to reduce the amounts of isomerization of the terminal double bond and the dehydration side-reaction of the tertiary alcoholic function. According to the experimental conditions (P-CO = 40 or 100 bar, concentration of methanol, experiment duration, temperature) it is possible to orient the reaction towards the three 'linear' esters 4, 5. 6. and lactone 8. This latter product has been exclusively obtained when the acidity of the medium is controlled. Nevertheless it is more difficult to obtain one ester from each others. (C) 2002 Elsevier Science B.V. All rights reserved.