2-heptylidene-1,3-propanediol | 1262001-38-6

• 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: 2-heptylidene-1,3-propanediol
• 英文别名: 2-Heptylidenepropane-1,3-diol
• CAS: 1262001-38-6
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: XVPJBYHXMYQDJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  2-heptylidene-1,3-propanediol 在 4-(benzyloxycarbonyl)-2,2,6,6-tetramethylpiperidine-1-oxyl 、 碘苯二乙酸 、 对甲苯磺酸 作用下， 以 四氢吡喃 为溶剂， 反应 4.0h， 生成 (E)-2-hydroxymethyl-2-nonenal 、 (Z)-2-hydroxymethyl-2-nonenal
  参考文献：
  名称：

  Regioselective TEMPO oxidation of 2-alkylidene-1,3-propanediols to (E)-2-hydroxymethyl-2-alkenals and application to 4-alkylidene-2-penten-5-olide synthesis

  摘要：

  The oxidation system comprised of TEMPO and (diacetoxyiodo)benzene (stoichiometric) is enhanced during the conversion of primary alcohols to aldehydes by adding a catalytic amount of acids, p-TsOH and PPTS. 2-Alkylidene-1,3-propanediols, available from 1,3-dihydroxyacetone, are oxidized under the stated conditions to the corresponding (E)-2-hydroxymethyl-2-alkenals, which are utilized as an intermediate for the expeditious synthesis of 4-alkylidene-2-penten-5-olides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.034
• 作为产物：
  描述：

  2,2'-((2-heptylidenepropane-1,3-diyl)bis(oxy))bis(tetrahydro-2H-pyran) 在 甲醇 、 4-甲基苯磺酸吡啶 作用下， 反应 24.0h， 以98%的产率得到2-heptylidene-1,3-propanediol
  参考文献：
  名称：

  Regioselective TEMPO oxidation of 2-alkylidene-1,3-propanediols to (E)-2-hydroxymethyl-2-alkenals and application to 4-alkylidene-2-penten-5-olide synthesis

  摘要：

  The oxidation system comprised of TEMPO and (diacetoxyiodo)benzene (stoichiometric) is enhanced during the conversion of primary alcohols to aldehydes by adding a catalytic amount of acids, p-TsOH and PPTS. 2-Alkylidene-1,3-propanediols, available from 1,3-dihydroxyacetone, are oxidized under the stated conditions to the corresponding (E)-2-hydroxymethyl-2-alkenals, which are utilized as an intermediate for the expeditious synthesis of 4-alkylidene-2-penten-5-olides. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.034

文献信息

• Regioselective TEMPO oxidation of 2-alkylidene-1,3-propanediols to (E)-2-hydroxymethyl-2-alkenals and application to 4-alkylidene-2-penten-5-olide synthesis
  作者：Wei Peng、Kazumi Ashida、Toshiaki Hirabaru、Li-Jian Ma、Tsutomu Inokuchi

  DOI：10.1016/j.tet.2010.10.034

  日期：2010.12

  The oxidation system comprised of TEMPO and (diacetoxyiodo)benzene (stoichiometric) is enhanced during the conversion of primary alcohols to aldehydes by adding a catalytic amount of acids, p-TsOH and PPTS. 2-Alkylidene-1,3-propanediols, available from 1,3-dihydroxyacetone, are oxidized under the stated conditions to the corresponding (E)-2-hydroxymethyl-2-alkenals, which are utilized as an intermediate for the expeditious synthesis of 4-alkylidene-2-penten-5-olides. (C) 2010 Elsevier Ltd. All rights reserved.