1,4-Bis--cyclohexan | 736-42-5

• 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: 1,4-Bis--cyclohexan
• 英文别名: 1,4-Bis-(tetrahydropyran-2-yl-oxy)-cyclohexan；2H-Pyran, 2,2'-[1,4-cyclohexanediylbis(oxy)]bis[tetrahydro-；2-[4-(oxan-2-yloxy)cyclohexyl]oxyoxane
• CAS: 736-42-5
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: KLSSTQJRBUZCLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-环己二醇 、 3,4-二氢-2H-吡喃 生成 1,4-Bis--cyclohexan
  参考文献：
  名称：

  NISHIGUCHI, TAKESHI;KAWAMINE, KATSUMI, J. CHEM. SOC. CHEM. COMMUN.,(1990) N4, C. 1766-1767

  摘要：

  DOI：

文献信息

• Highly selective monotetrahydropyranylation of symmetrical diols catalysed by a strongly acidic ion-exchange resin
  作者：Takeshi Nishiguchi、Masahumi Kuroda、Masahiko Saitoh、Akiko Nishida、Shizuo Fujisaki

  DOI：10.1039/c39950002491

  日期：——

  Several primary and secondary symmetrical diols, ranging from propane-1,3-diol to decane-1,10-diol, are selectively monoprotected by monotetrahydropyranyl ether formation catalysed by a strongly acidic ion-exchange resin (Dowex 50w × 2, 50–100 mesh) in a 3,4-dihydro-2H-pyran-hydrocarbon mixture.

  几个选自丙二醇-1,3至癸二醇-1,10的主、次对称二醇，在强酸性离子交换树脂（Dowex 50w× 2，50-100目）催化下，以3,4-二氢-2H-吡喃-烃混合物为介质，发生单四氢吡喃醚选择性单保护反应。
• 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：——
• Microwave-Mediated Selective Monotetrahydropyranylation of Symmetrical Diols Catalyzed by Iodine
  作者：Nabajyoti Deka、Jadab C Sarma

  DOI：10.1021/jo000863a

  日期：2001.3.1

  Selective protection of one hydroxyl group as its tetrahydropyranyl ether in 1,n-symmetrical diol is achieved by iodine-catalyzed reaction of the diol with dihydropyranyl ether under microwave irradiation.