2-Pyridin-4-yl-hexan-2-ol | 219531-25-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-Pyridin-4-yl-hexan-2-ol
• 英文别名: 2-Pyridin-4-ylhexan-2-ol
• CAS: 219531-25-6
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: QFTQQFAOZMLJPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Pyridin-4-yl-hexan-2-ol 在 samarium diiodide 、 三甲基乙酸 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 0.17h， 以62%的产率得到4-(hexan-2-yl)pyridine
  参考文献：
  名称：

  二碘化sa还原吡啶甲醇的新方法

  摘要：

  描述了通过SmI 2介导的吡啶甲醇衍生物的脱氧有效合成烷基吡啶衍生物。

  DOI：

  10.1016/s0040-4039(99)01852-3
• 作为产物：
  描述：

  4-乙酰吡啶 、 溴丁基-镁 以 乙醚 为溶剂， 反应 1.0h， 生成 2-Pyridin-4-yl-hexan-2-ol
  参考文献：
  名称：

  Kinetics of the Self-Assembly of α-Cyclodextrin [2]Pseudorotaxanes with 1,12-Bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane Dications in Aqueous Solution

  摘要：

  The kinetics and thermodynamics of the self-assembly of a series of [2]pseudorotaxanes comprised of alpha-cyclodextrin (alpha-CD) and racemic 1,12-bis(4-(alpha-alkyl-alpha-methylmethanol)pyridinium)dodecane dications (L(CH2)(12)L2+) in aqueous;solutions have been investigated using H-1 NMR spectroscopy. The mechanism of assembly involves inclusion of the alpha-methyl-alpha-alkylmethanol substituent groups (-C(CH3)(OH)R, where R = Me, Et, Pr, Bu, allyl, and 4-butenyl) by alpha-CD, followed by a rate-determining passage of the cyclodextrin over the pyridinium group onto the dodecamethylene chain. Dicationic threads containing end groups with R = Ph or i-Pr or where L = 4-(alpha,alpha-diethylmethanol)pyridinium did not form alpha-cyclodextrin pseudorotaxanes, even after prolonged heating. The trends in the rate and activation parameters may be related to the size, shape, and hydrophobicity of the alkyl substituents and are compared with several other systems from the literature. An increase in the length and hydrophobicity of the alkyl group increases the strength of end group inclusion and decreases the rate of threading. In addition, the presence of unsaturation in the alkyl substituent (allyl vs propyl and 4-butenyl vs butyl) results in an increase in the threading rate constant.

  DOI：

  10.1021/jo9808775

文献信息

• Kinetics of the Self-Assembly of α-Cyclodextrin [2]Pseudorotaxanes with 1,12-Bis(4-(α-alkyl-α-methylmethanol)pyridinium)dodecane Dications in Aqueous Solution
  作者：A. Catherine Smith、Donal H. Macartney

  DOI：10.1021/jo9808775

  日期：1998.12.1

  The kinetics and thermodynamics of the self-assembly of a series of [2]pseudorotaxanes comprised of alpha-cyclodextrin (alpha-CD) and racemic 1,12-bis(4-(alpha-alkyl-alpha-methylmethanol)pyridinium)dodecane dications (L(CH2)(12)L2+) in aqueous;solutions have been investigated using H-1 NMR spectroscopy. The mechanism of assembly involves inclusion of the alpha-methyl-alpha-alkylmethanol substituent groups (-C(CH3)(OH)R, where R = Me, Et, Pr, Bu, allyl, and 4-butenyl) by alpha-CD, followed by a rate-determining passage of the cyclodextrin over the pyridinium group onto the dodecamethylene chain. Dicationic threads containing end groups with R = Ph or i-Pr or where L = 4-(alpha,alpha-diethylmethanol)pyridinium did not form alpha-cyclodextrin pseudorotaxanes, even after prolonged heating. The trends in the rate and activation parameters may be related to the size, shape, and hydrophobicity of the alkyl substituents and are compared with several other systems from the literature. An increase in the length and hydrophobicity of the alkyl group increases the strength of end group inclusion and decreases the rate of threading. In addition, the presence of unsaturation in the alkyl substituent (allyl vs propyl and 4-butenyl vs butyl) results in an increase in the threading rate constant.
• A novel reduction of pyridinemethanols by samarium diiodide
  作者：Yoshiaki Kato、Toshiaki Mase

  DOI：10.1016/s0040-4039(99)01852-3

  日期：1999.12

  An efficient synthesis of alkylpyridine derivatives by SmI2 mediated deoxygenation of pyridinemethanol derivatives is described.

  描述了通过SmI 2介导的吡啶甲醇衍生物的脱氧有效合成烷基吡啶衍生物。