4,6-nonadecanediol

• 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: 4,6-nonadecanediol
• 英文别名: Nonadecane-4,6-diol；nonadecane-4,6-diol
• 化学式: C₁₉H₄₀O₂
• 分子量: 300.525
• InChiKey: BLINMWPFFHEGBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲基-N-(三甲基硅烷基)三氟乙酰胺 、 4,6-nonadecanediol 以 正己烷 为溶剂， 生成 4,6-Bis-trimethylsilanyloxy-nonadecane
  参考文献：
  名称：

  Composition of lipids from sunflower pollen (Helianthus annuus)

  摘要：

  The contents of the pollen lipids of the sunflower Helianthus annuus are described. The major component is the seco-triterpene helianyl octanoate, followed by new beta-diketones as second major group of compounds. They exhibit a shorter chain length and often other positions of the functional group compared to already known beta-diketones. Of particular note are the 1-phenyl-beta-diketones. not previously reported from nature. Further lipid classes present are related hydroxyketones and diols. Interestingly, new beta-dioxoalkanoic acids are present in the extracts. which most likely are biogenetic precursors of the diketones. Additionally, we investigated the composition of the pollen coat which resembles the total extract, but lacks the dioxoalkanoic acids and certain estolides. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(00)00089-3

文献信息

• Cyclic Chiral Silyl Derivatives for the Determination of the Absolute Configuration of Aliphatic Diols by Gas Chromatography
  作者：Cristian Arsene、Stefan Schulz

  DOI：10.1021/ol026265v

  日期：2002.8.1

  [reaction: see text] Chiral bidentate silyl reagents have been developed for the GC analysis of aliphatic 1,3- and 1,4-diols. These reagents react with the diols to cyclic siloxanes, which allow the determination of their enantiomeric composition even in complex mixtures. The absolute configuration of 4,6-nonadecanediol 7, occurring in the lipids of sunflower pollen, has been determined to be (4S,6R)

  [反应：见正文]已开发出手性双齿甲硅烷基试剂用于脂肪族1,3-和1,4-二醇的GC分析。这些试剂与二醇反应生成环状硅氧烷，即使在复杂的混合物中也可以测定其对映体组成。通过与衍生化的合成对映异构体进行比较，已经确定了发生在向日葵花粉脂质中的4,6-十九碳二烯二醇7的绝对构型为（4S，6R）。