(1S,9R)-1,9-Dimethyl-12-oxa-tricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-one | 103826-37-5

• 分子结构分类: 有机化合物
• 英文名称: (1S,9R)-1,9-Dimethyl-12-oxa-tricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-one
• 英文别名: 1,9-dimethyl-12-oxatricyclo<7.2.1.0^2,8>dodeca-2(8),3,6,10-tetraen-5-one
• CAS: 103826-37-5
• 化学式: C₁₃H₁₂O₂
• 分子量: 200.237
• InChiKey: XAFHJFWPNGMFOC-UHFFFAOYSA-N

物化性质

• 沸点：
  377.4±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1S,9R)-1,9-Dimethyl-12-oxa-tricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-one 在 三氟乙酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 1.0h， 生成 1-acetyl-6-hydroxy-2-methylazulene
  参考文献：
  名称：

  Acid-catalyzed rearrangement of 2-substituted and 2,4-disubstituted 8H-3-oxaheptalen-8-ones to 1 -Acyl-6-hydroxyazulenes

  摘要：

  It was found that in trifluroacetic acid, 2-methyl-8H-3-oxaheptalen-8-one was transformed into 2-hydroxy-3-methyl-7H-benzocyclohepten-7-one and 1-formyl-6-hydoxy-2-methylazulene, whereas 2,4-dimethyl-8H-3-oxaheptalen-8-one was under the same conditions converted into 1-acetyl-2-methyl-6-hydroxyazulene. 2-Phenyl- and 2,4-diphenyl-8H-3-oxaheptalen-8-on undergo the same skeletal rearrangements as those which the corresponing mono- and dimethyl derivatives suffer from, respectively.

  DOI：

  10.1016/s0040-4039(00)79022-8

文献信息

• Photolysis of 7-Oxanorbornadienes Condensed with Tropone. A Facile Formation of 6-Hydroxyazulenes
  作者：Tomoo Nakazawa、Mariko Ashizawa、Mamoru Jinguji、Masakazu Yamaguchi、Ichiro Murata

  DOI：10.1246/cl.1986.2045

  日期：1986.12.5

  Irradiation of 12-oxatricyclo[7.2.1.02,8]dodeca-2(8),3,6,10-tetraen-5-ones having one or two bridge-head alkyl substituents in methanol with high pressure Hg lamp gave 6-hydroxy- or 1-alkyl-6-hydroxyazulenes together with 3-acyl- or 1-alkyl-3-acylazulenes as by-products in good combined yields.

  在甲醇中用高压汞灯照射具有一个或两个桥头烷基取代基的12-氧杂三环[7.2.1.02,8]十二碳-2(8),3,6,10-四烯-5-酮得到6-羟基-或1-烷基-6-羟基薁蓝烯与3-酰基-或1-烷基-3-酰基薁蓝烯一起作为副产物，具有良好的组合收率。