(R)-2,6-dimethyltetradeca-2,8-diene | 888035-49-2

• 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: (R)-2,6-dimethyltetradeca-2,8-diene
• 英文别名: (6R)-2,6-dimethyltetradeca-2,8-diene
• CAS: 888035-49-2
• 化学式: C₁₆H₃₀
• 分子量: 222.414
• InChiKey: PVFWJTHHVSGDFQ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  16.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (R)-2,6-dimethyltetradeca-2,8-diene 在 重铬酸吡啶 、 selenium(IV) oxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 (2E,8E)-(R)-2,6-Dimethyl-tetradeca-2,8-dienal
  参考文献：
  名称：

  Baker's yeast mediated synthesis of (5SR, 9S)-5,9-dimethyl-heptadecane and (5SR, 9S)-5,9-dimethyl pentadecane; the main sex-pheromone components of Leucoptera scitella and Perileucoptera coffeella enriched in 9S-isomers

  摘要：

  A mixture of (5S, 9S)-5,9-dimethyl heptadecane (1a), the main sex-pheromone component of Leucoptera scitella, and its (5R, 9S)-isomer (2a) was synthesized conveniently from (R)-citronellal (4, obtained from racemic citronellal by enantiomer selective baker's yeast reduction) in four steps.(5SR, 9S)-5,9-Dimethyl-pentadecane (mixture of 1b and 2b), a possible sex-attractant of Perileucoptera coffeella was prepared analogously.

  DOI：

  10.1016/s0040-4039(00)78807-1
• 作为产物：
  描述：

  香茅醛 在 baker's yeast 、 sodium ethanolate 作用下， 反应 2.0h， 生成 (R)-2,6-dimethyltetradeca-2,8-diene
  参考文献：
  名称：

  Baker's yeast mediated synthesis of (5SR, 9S)-5,9-dimethyl-heptadecane and (5SR, 9S)-5,9-dimethyl pentadecane; the main sex-pheromone components of Leucoptera scitella and Perileucoptera coffeella enriched in 9S-isomers

  摘要：

  A mixture of (5S, 9S)-5,9-dimethyl heptadecane (1a), the main sex-pheromone component of Leucoptera scitella, and its (5R, 9S)-isomer (2a) was synthesized conveniently from (R)-citronellal (4, obtained from racemic citronellal by enantiomer selective baker's yeast reduction) in four steps.(5SR, 9S)-5,9-Dimethyl-pentadecane (mixture of 1b and 2b), a possible sex-attractant of Perileucoptera coffeella was prepared analogously.

  DOI：

  10.1016/s0040-4039(00)78807-1

文献信息

• Chiral Discrimination of Cryptochiral Saturated Quaternary and Tertiary Hydrocarbons by Asymmetric Autocatalysis
  作者：Tsuneomi Kawasaki、Hiroyuki Tanaka、Takashi Tsutsumi、Toshinari Kasahara、Itaru Sato、Kenso Soai

  DOI：10.1021/ja061429e

  日期：2006.5.1

  Chiral discrimination of saturated hydrocarbons has been very difficult to establish, or has not been possible at all. The first chiral discrimination of cryptochiral 5-ethyl-5-propylundecane 1, that is, (n-butyl)ethyl(n-hexyl)(n-propyl)methane, a chiral saturated quaternary hydrocarbon, which is known to exhibit practically no detectable value of optical rotation between 280 and 580 nm, has been accomplished

  饱和烃的手性区分很难建立，或者根本不可能。隐手性 5-乙基-5-丙基十一烷 1 的首次手性鉴别，即（正丁基）乙基（正己基）（正丙基）甲烷，一种手性饱和季烃，已知几乎没有检测到280 和 580 nm 之间的旋光度值是通过嘧啶基烷醇的不对称自催化实现的。1 的绝对构型已确定。在(R)-或(S)-1存在下，嘧啶-5-甲醛和二异丙基锌之间的反应分别提供具有91-97％ee的(S)-和(R)-嘧啶基链烷醇。因此，不对称自催化是饱和烃手性鉴别的有力工具。