7-methyl-1-oxaspiro[4.5]deca-6,9-dien-8-one | 532423-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: 7-methyl-1-oxaspiro[4.5]deca-6,9-dien-8-one
• 英文别名: 7-Methyl-1-oxaspiro[4.5]deca-6,9-dien-8-one
• CAS: 532423-83-9
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: ZVKIAYYQWLMDCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  7-methyl-1-oxaspiro[4.5]deca-6,9-dien-8-one 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以62%的产率得到7-methylchroman-6-ol
  参考文献：
  名称：

  Plant-growth inhibitory activity of heliannuol derivatives

  摘要：

  In addition to (+)-, (-)- and (+/-)-heliannuol E, growth-inhibitory activities of five synthetic chromans and four tetrahydrobenzo[b]oxepins were examined against oat and cress. All heliannuol E isomers exhibited similar biological activities against cress, whereas when tested against oat roots, the unnatural optical isomer (+) showed no inhibitory activity. Four brominated chromans and two tetrahydrobenzo[b]oxepin derivatives also showed apparent inhibition against both cress and oat. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.03.035
• 作为产物：
  描述：

  4-(3-Hydroxy-propyl)-2-methyl-phenol 在 四丁基高氯酸铵 作用下， 以 硝基甲烷 为溶剂， 以36%的产率得到7-methyl-1-oxaspiro[4.5]deca-6,9-dien-8-one
  参考文献：
  名称：

  螺二烯酮扩环反应合成色曼衍生物及其对植物生长抑制作用的评价

  摘要：

  路易斯酸促进螺二烯酮的 1,2-移位重排反应，由苯酚衍生物的阳极氧化产生，提供相应的色满。除了空间排斥...

  DOI：

  10.1246/bcsj.77.2257

文献信息

• Synthesis of Bioactive Sesquiterpene Heliannuol E Involving a Ring-Expansion Reaction of Spirodienones
  作者：Shigeru Nishiyama、Fuminao Doi、Takahisa Ogamino、Takeshi Sugai

  DOI：10.1055/s-2003-37124

  日期：——

  A heliannane-type sesquiterpene, heliannuol E (1), has been successfully synthesized. The key step was conversion of the electrochemically produced spiro compounds (8, and 18) into the corresponding dihydrobenzopyrans (11, 12, 19, and 20) by a selective ring expansion process.

  已成功合成了一种向日葵型倍半萜烯，向日葵 E (1)。关键步骤是通过选择性扩环过程将电化学产生的螺环化合物（8 和 18）转化为相应的二氢苯并吡喃（11、12、19 和 20）。
• Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones, and an Assessment of their Plant Growth Inhibition
  作者：Fuminao Doi、Taiga Ohara、Takahisa Ogamino、Keiko Higashinakasu、Koji Hasegawa、Shigeru Nishiyama

  DOI：10.1246/bcsj.77.2257

  日期：2004.12

  Lewis acid-promoted 1,2-shift rearrangement reactions of the spirodienones, generated by the anodic oxidation of phenol derivatives, provided corresponding chromans. In addition to steric repulsion...

  路易斯酸促进螺二烯酮的 1,2-移位重排反应，由苯酚衍生物的阳极氧化产生，提供相应的色满。除了空间排斥...
• Plant-growth inhibitory activity of heliannuol derivatives
  作者：Fuminao Doi、Taiga Ohara、Takahisa Ogamino、Takeshi Sugai、Keiko Higashinakasu、Kosumi Yamada、Hideyuki Shigemori、Koji Hasegawa、Shigeru Nishiyama

  DOI：10.1016/j.phytochem.2004.03.035

  日期：2004.5

  In addition to (+)-, (-)- and (+/-)-heliannuol E, growth-inhibitory activities of five synthetic chromans and four tetrahydrobenzo[b]oxepins were examined against oat and cress. All heliannuol E isomers exhibited similar biological activities against cress, whereas when tested against oat roots, the unnatural optical isomer (+) showed no inhibitory activity. Four brominated chromans and two tetrahydrobenzo[b]oxepin derivatives also showed apparent inhibition against both cress and oat. (C) 2004 Elsevier Ltd. All rights reserved.