1,2,3,4,5,6,7,8-octahydro-xanthen-9-one | 17290-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 1,2,3,4,5,6,7,8-octahydro-xanthen-9-one
• 英文别名: 1,2,3,4,5,6,7,8-Octahydroxanthen-9-one
• CAS: 17290-72-1
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: AHIKXGLHQISDDG-UHFFFAOYSA-N

物化性质

• 熔点：
  130-132 °C(Solv: hexane (110-54-3))
• 沸点：
  390.9±11.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5,6,7,8-octahydro-xanthen-9-one 在 palladium on activated charcoal 作用下， 以70%的产率得到占吨酮
  参考文献：
  名称：

  一种制备2,3-环烯基-5,6-环烯基-4 H-吡喃-4-酮的新方法

  摘要：

  几个2,3,3-cycloalkeno-5,6-cycloalkeno-4 H -pyran-4-ones，例如2,3,5,6-bicyclopenteno-4 H -pyran -4-one和1,2-dihydronaphtho [3 ，4- b ]环戊烯并[1,2- ë ] -4- ħ吡喃-4-酮中，通过环状酮烯胺和diacylchloride的反应方便地合成。该反应为制备这些化合物提供了一种新方法，该方法可能是合成某些有用杂环的前体。

  DOI：

  10.1016/s0040-4039(00)01841-4
• 作为产物：
  描述：

  1-(1-环己烯基)哌啶 、 1,7-庚二酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 以32%的产率得到1,2,3,4,5,6,7,8-octahydro-xanthen-9-one
  参考文献：
  名称：

  一种制备2,3-环烯基-5,6-环烯基-4 H-吡喃-4-酮的新方法

  摘要：

  几个2,3,3-cycloalkeno-5,6-cycloalkeno-4 H -pyran-4-ones，例如2,3,5,6-bicyclopenteno-4 H -pyran -4-one和1,2-dihydronaphtho [3 ，4- b ]环戊烯并[1,2- ë ] -4- ħ吡喃-4-酮中，通过环状酮烯胺和diacylchloride的反应方便地合成。该反应为制备这些化合物提供了一种新方法，该方法可能是合成某些有用杂环的前体。

  DOI：

  10.1016/s0040-4039(00)01841-4

文献信息

• Molecular Architecture. 2.¹ Synthesis and Metal Complexation of Heptacyclic Terpyridyl Molecular Clefts
  作者：Thomas W. Bell、Peter J. Cragg、Albert Firestone、Albert D.-I. Kwok、Jia Liu、Richard Ludwig、Andrej Sodoma

  DOI：10.1021/jo9720041

  日期：1998.4.1

  Methods are described for the synthesis of a series of functionalized derivatives of 9-butyl-1,2,3,4,5,6,7,8-octahydroacridine (9), a building block for several types of highly preorganized host compounds. A key intermediate is 5-benzylidene-9-butyl-2,3,5,6,7,8-hexahydroacridin-4(1H)-one (23), which can also be used in the syntheses of torands and hydrogen-bonding hexagonal lattice receptors. A tridentate cleft (20), consisting of 2,2';6',2 "-terpyridine imbedded in a heptacyclic framework, and a corresponding pentadentate diketone (6) were synthesized from 9 in five and seven steps, respectively. The picrate extraction method was used to estimate the solution stabilities of alkali metal complexes of heptacyclic terpyridyls 6 and 20, which was also compared with a flexible terpyridyl (37). Alkali metal complexes of both heptacyclic terpyridyls showed relatively high K-s values, but low size selectivity. Pentadentate host 6 binds Na+ and K+ more strongly than do most hexadentate crown ethers; flexible tridentate analogue 37 failed to extract alkali metal picrates into chloroform. The complexation abilities of 6 and 20 are attributed to enforced orientation of functional group dipoles toward the center of the molecular cleft. Sodium and potassium picrate complexes of pentadentate cleft 6 were synthesized (1:1 stoichiometry), and a 2:1 complex of calcium triflate (6(2) . Ca(CF3SO3)(2)) was also prepared.
• Cordonnier, Guy; Sliwa, Henri, Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 111 - 115
  作者：Cordonnier, Guy、Sliwa, Henri

  DOI：——

  日期：——
• CORDONNIER G.; SLIWA H., J. HETEROCYCL. CHEM., 24,(1987) N 1, 111-115
  作者：CORDONNIER G.、 SLIWA H.

  DOI：——

  日期：——
• A new method for the preparation of 2,3-cycloalkeno-5,6-cycloalkeno-4H-pyran-4-ones
  作者：Fan Xu、Xueqin Cao、Zhengbai Cao、Lei Zou

  DOI：10.1016/s0040-4039(00)01841-4

  日期：2000.12

  6-bicyclopenteno-4H-pyran-4-one and 1,2-dihydronaphtho[3,4-b]cyclopenteno[1,2-e]-4H-pyran-4-one, were synthesized conveniently by the reaction of a cyclic ketone enamine and diacylchloride. This reaction allows a new method for preparation of these compounds, which may be the precursors for the synthesis of some useful heterocycles.

  几个2,3,3-cycloalkeno-5,6-cycloalkeno-4 H -pyran-4-ones，例如2,3,5,6-bicyclopenteno-4 H -pyran -4-one和1,2-dihydronaphtho [3 ，4- b ]环戊烯并[1,2- ë ] -4- ħ吡喃-4-酮中，通过环状酮烯胺和diacylchloride的反应方便地合成。该反应为制备这些化合物提供了一种新方法，该方法可能是合成某些有用杂环的前体。