3,5-di-tert-butyl-6-[(Z)-2-(4-chloro-7,8-dimethylquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one | 1221742-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3,5-di-tert-butyl-6-[(Z)-2-(4-chloro-7,8-dimethylquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one
• 英文别名: 3,5-di(tert-butyl)-6-[(Z)-2-(7,8-dimethyl-4-chloroquinolin-2-yl)-1-hydroxyvinyl]pyran-2-one；3,5-di(tert-butyl)-6-[(Z)-2-(7,8-dimethyl-4-chloroquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one；3,5-Di-t-butyl-6-[(z)-2-(4-chloro-7,8-dimeth-ylquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one；3,5-ditert-butyl-6-[(Z)-2-(4-chloro-7,8-dimethylquinolin-2-yl)-1-hydroxyethenyl]pyran-2-one
• CAS: 1221742-29-5
• 化学式: C₂₆H₃₀ClNO₃
• 分子量: 439.982
• InChiKey: JKGPATVOLURRES-MTJSOVHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-di-tert-butyl-6-[(Z)-2-(4-chloro-7,8-dimethylquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one 在 air 作用下， 以 氯仿 为溶剂， 生成 1-(7,8-dimethyl-4-chloroquinolin-2-yl)-2-[3,5-di(tert-butyl)-6-oxo-6H-pyran-2-yl]-ethane-1,2-dione
  参考文献：
  名称：

  Structure, synthesis, and voltammetric investigation of 1-(quinolin-2-yl)-2-(pyran-2-yl)ethane-1,2-dione derivatives

  摘要：

  By the XRD analysis the structure was established of 1-(7,8-dimethyl-4-chloroquinolin-2-yl)-2-[3,5-di(tert-butyl)-6-oxo-6H-pyran-2-yl]ethane-1,2-dione formed as a result of the oxidation of 3,5-di(tert-butyl)-6-[(Z)-2-(quinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-ones. By the cyclic voltammetry the oxidation of 1-(quinolin-2-yl)-2-(pyran-2-yl)ethane-1,2-dione derivatives was shown to proceed in two stages.

  DOI：

  10.1134/s1070428012020017
• 作为产物：
  描述：

  4-氯-2,7,8-三甲基喹啉 、 3,4a,7,9-tetra-(tert-butyl)-6,10a-dihydroxy-1,2,4a,10a-tetrahydrodibenzo[b,e]-1,4-dioxine-1,2-dione 在 对甲苯磺酸 作用下， 以 邻二甲苯 为溶剂， 反应 2.0h， 以11%的产率得到3,5-di-tert-butyl-6-[(Z)-2-(4-chloro-7,8-dimethylquinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one
  参考文献：
  名称：

  Synthesis and structure of heterocyclic derivatives of pyran-2-ones based on the dimer of 4,6-di(tert-butyl)-3-hydroxy-1,2-benzoquinone

  摘要：

  Acid-catalyzed reaction of 6,10a-dihydroxy-3,4a,7,9-tetra(tert-butyl)-1,2,4a, 10a-tetrahydrodibenzo[b,e][1,4]dioxine-1,2-dione with 2-methylquinoline derivatives led to the formation of a previously unknown system 6-[(Z)-2-(quinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one. The molecular structure of 3,5-di(tert-butyl)-6-[(Z)-2(7,8-dimethyl-4-chloroquinolin-2-yl)-1-hydroxyvinyl] pyran-2-one was established by XRD method; the energy and structural characteristics of its isomers in the gas phase and in a polar solvent were calculated by quantum-chemical methods (B3LYP/6-31G**).

  DOI：

  10.1134/s107042800911013x

文献信息

• Synthesis and molecular structure of 3-[5-(quinolin-2-yl)penta-1,4-dien-1-yl]-1,4-benzodioxin-2-one
  作者：V. V. Tkachev、Yu. A. Sayapin、I. V. Dorogan、V. S. Gorkovets、A. A. Kolodina、V. N. Komissarov、G. V. Shilov、S. M. Aldoshin、V. I. Minkin

  DOI：10.1134/s1070428013030214

  日期：2013.3

  Acid-catalyzed reaction of 6,10a-dihydroxy-3,4a,7,9-tetra(tert-butyl)-1,2,4a,10a-tetrahydrodibenzo-[b,e][1,4]dioxine-1,2-dione with 4-chloro-2,7,8-trimethylquinoline gave previously unknown 3,6,8-tri-tert-butyl-3-[2-tert-butyl-5-(4-chloro-7,8-dimethylquinolin-2-yl)-4-hydroxy-3-oxopenta-1,4-dien-1-yl]-5-hydroxy-1,4-benzodioxin-2-one whose structure was determined by X-ray analysis. The energy and structure parameters of possible isomers of the product in the gas phase and in solution were estimated by PBE0/6-31G** quantum-chemical calculations.