6-<(Tetrahydropyran-2-yl)oxy>-1-hexen-3-ol | 54985-60-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 6-<(Tetrahydropyran-2-yl)oxy>-1-hexen-3-ol
• 英文别名: 6-<(tetrahydropyran-2-yl)oxy>hex-1-en-3-ol；1-(tetrahydropyran-2-yloxy)-5-hexen-4-ol；1-Hexen-3-ol, 6-[(tetrahydro-2H-pyran-2-yl)oxy]-；6-(oxan-2-yloxy)hex-1-en-3-ol
• CAS: 54985-60-3
• 化学式: C₁₁H₂₀O₃
• 分子量: 200.278
• InChiKey: DCJDXMDCFDXKFL-UHFFFAOYSA-N

物化性质

• 沸点：
  315.9±42.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-<(Tetrahydropyran-2-yl)oxy>-1-hexen-3-ol 在 盐酸 、 偶氮二异丁腈 、 三正丁基氢锡 、 sodium hydride 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 丙酮 、 苯 为溶剂， 反应 13.25h， 生成 环己基甲醚
  参考文献：
  名称：

  Cyclization of (4-Methoxy-5-hexenyl)lithium

  摘要：

  The cyclization of (4-methoxy-5-hexenyl)lithium (1), which was prepared by lithium-iodine exchange between 3-methoxy-6-iodo-1-hexene (2) and 1.75 molar equiv of t-BuLi in diethyl ether-n-pentane solution at -78 degrees C, has been investigated in a variety of solvent systems. The isomeric composition of the cis- and trans-1-methoxy-2-methylcyclopentane produced upon cyclization of 1 followed by quench with MeOH has been found to be dramatically dependent on the solvent system in which the isomerization is conducted.

  DOI：

  10.1021/jo00101a010
• 作为产物：
  描述：

  4-四氢吡喃基氧基-丁烷-1-醇 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 6-<(Tetrahydropyran-2-yl)oxy>-1-hexen-3-ol
  参考文献：
  名称：

  Cyclization of (4-Methoxy-5-hexenyl)lithium

  摘要：

  The cyclization of (4-methoxy-5-hexenyl)lithium (1), which was prepared by lithium-iodine exchange between 3-methoxy-6-iodo-1-hexene (2) and 1.75 molar equiv of t-BuLi in diethyl ether-n-pentane solution at -78 degrees C, has been investigated in a variety of solvent systems. The isomeric composition of the cis- and trans-1-methoxy-2-methylcyclopentane produced upon cyclization of 1 followed by quench with MeOH has been found to be dramatically dependent on the solvent system in which the isomerization is conducted.

  DOI：

  10.1021/jo00101a010

文献信息

• Inoue, Hirohumi; Murata, Shizuaki; Suzuki, Toshiyasu, Liebigs Annalen der Chemie, 1994, # 9, p. 901 - 910
  作者：Inoue, Hirohumi、Murata, Shizuaki、Suzuki, Toshiyasu

  DOI：——

  日期：——
• Crevisy, Christophe; Couturier, Michel; Dugave, Christophe, Bulletin de la Societe Chimique de France, 1995, vol. 132, # 4, p. 360 - 370
  作者：Crevisy, Christophe、Couturier, Michel、Dugave, Christophe、Dory, Yves L.、Deslongchamps, Pierre

  DOI：——

  日期：——
• Bailey William F., Jiang Xing-Long, J. Org. Chem, 59 (1994) N 22, S 6528-6533
  作者：Bailey William F., Jiang Xing-Long

  DOI：——

  日期：——
• Cyclization of (4-Methoxy-5-hexenyl)lithium
  作者：William F. Bailey、Xing-Long Jiang

  DOI：10.1021/jo00101a010

  日期：1994.11

  The cyclization of (4-methoxy-5-hexenyl)lithium (1), which was prepared by lithium-iodine exchange between 3-methoxy-6-iodo-1-hexene (2) and 1.75 molar equiv of t-BuLi in diethyl ether-n-pentane solution at -78 degrees C, has been investigated in a variety of solvent systems. The isomeric composition of the cis- and trans-1-methoxy-2-methylcyclopentane produced upon cyclization of 1 followed by quench with MeOH has been found to be dramatically dependent on the solvent system in which the isomerization is conducted.