5-(Tetrahydro-pyran-2-yloxy)-hexan-2-ol | 126889-52-9

• 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: 5-(Tetrahydro-pyran-2-yloxy)-hexan-2-ol
• 英文别名: 5-(Oxan-2-yloxy)hexan-2-ol
• CAS: 126889-52-9
• 化学式: C₁₁H₂₂O₃
• 分子量: 202.294
• InChiKey: ILWGPEPMKRFEKX-UHFFFAOYSA-N

物化性质

• 沸点：
  298.8±35.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Diethyl-isopropyl-[1-methyl-4-(tetrahydro-pyran-2-yloxy)-pentyloxy]-silane 在 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 3.83h， 以6%的产率得到2,5-己二醇
  参考文献：
  名称：

  二乙基异丙基甲硅烷基：一种新的醇保护基

  摘要：

  首先表征了二乙基异丙基甲硅烷基（DEIPS）基团，它是一种新的醇保护基。尽管DEIPS基团对许多有用的有机合成反应条件具有很高的稳定性，但它在温和的酸性条件下具有很高的选择性，可与叔丁基二甲基甲硅烷基，三乙基甲硅烷基，四氢吡喃基和2-脱氧糖苷区分开。

  DOI：

  10.1016/s0040-4039(01)93909-7

文献信息

• Selective Monotetrahydropyranylation of Symmetrical Diols Catalyzed by Ion-Exchange Resins
  作者：Takeshi Nishiguchi、Shizuo Fujisaki、Masahumi Kuroda、Kohtaro Kajisaki、Masahiko Saitoh

  DOI：10.1021/jo980659b

  日期：1998.11.1

  Primary and secondary symmetrical diols with 2-10 carbon atoms gave selectively monotetrahydropyranyl ethers in the reaction catalyzed by wet sulfonic acid-type ion-exchange resins in 3,4-dihydro-2H-pyran (DI-IP)/toluene or DHP/hexane. The yields of the monoethers were higher than 80% while those of the corresponding diethers were lower than 5%. In these reactions the rate of the formation of the diethers did not increase much even after most of the diols had been consumed. In the reaction of 1,10-decanediol in DHP/hexane, the yields of the monoether were increased by the addition of DMF or DMSO. Each diol was found to have a particular DHP/hydrocarbon ratio that gave the highest selectivity for the monoether. Generally, the larger the number of carbon atoms of the diols, the smaller the ratio of DHP in the solvents to give high selectivity for the monoether. This method of the selective etherification is quite simple and practical.
• Nishiguchi, Takeshi; Kawamine, Katsumi; Ohtsuka, Tomoko, Journal of the Chemical Society. Perkin transactions I, 1992, # 1, p. 153 - 156
  作者：Nishiguchi, Takeshi、Kawamine, Katsumi、Ohtsuka, Tomoko

  DOI：——

  日期：——
• TOSHIMA, KAZUNOBU;MUKAIYAMA, SATSUKI;KINOSHITA, MITSUHIRO;TATSUTA, KUNIAK+, TETRAHEDRON LETT., 30,(1989) N6, C. 6413-6416
  作者：TOSHIMA, KAZUNOBU、MUKAIYAMA, SATSUKI、KINOSHITA, MITSUHIRO、TATSUTA, KUNIAK+

  DOI：——

  日期：——