8,13-Dihydrobenzonaphtho<1,8-bc><1,5>diselenonin

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8,13-Dihydrobenzonaphtho<1,8-bc><1,5>diselenonin
• 英文别名: 8,13-Dihydrobenzo[g]naphtho(1,8-bc)[1,5]diselenonin；2,11-Diselenatetracyclo[10.7.1.04,9.016,20]icosa-1(19),4,6,8,12,14,16(20),17-octaene
• 化学式: C₁₈H₁₄Se₂
• 分子量: 388.229
• InChiKey: LIDNGWHUYWNMKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.21
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  8,13-Dihydrobenzonaphtho<1,8-bc><1,5>diselenonin 以 氯仿 为溶剂， 生成 萘并(1,8-cd)-1,2-二硒杂环戊烯 、 5,6-二亚甲基环己-1,3-二烯
  参考文献：
  名称：

  A new mode for the generation of o-xylylene by peri-selenium participation from 8,13-dihydrobenzo[g]naphtho[1,8-bc][1,5]diselenonin under irradiation

  摘要：

  A new cyclic bis-selenide containing benzylic methylene groups and a naphthalene ring, 8,13-dihydrobenzo[g]naphtho[1,8-bc] [1,5]diselenonin (1), was stable in the dark; however, the C-Se bond of 1 was readily cleaved to form o-xylylene (2) and naphtho[1,8-cd]-1,2-diselenole (3) under the scattered light in the laboratory. The o-xylylene generated from 1 under the scattered light or UV irradiation (254 nm) was trapped by several dienophiles.

  DOI：

  10.1021/jo00072a001

文献信息

• A new mode for the generation of o-xylylene by peri-selenium participation from 8,13-dihydrobenzo[g]naphtho[1,8-bc][1,5]diselenonin under irradiation
  作者：Hisashi Fujihara、Masayoshi Yabe、Naomichi Furukawa

  DOI：10.1021/jo00072a001

  日期：1993.9

  A new cyclic bis-selenide containing benzylic methylene groups and a naphthalene ring, 8,13-dihydrobenzo[g]naphtho[1,8-bc] [1,5]diselenonin (1), was stable in the dark; however, the C-Se bond of 1 was readily cleaved to form o-xylylene (2) and naphtho[1,8-cd]-1,2-diselenole (3) under the scattered light in the laboratory. The o-xylylene generated from 1 under the scattered light or UV irradiation (254 nm) was trapped by several dienophiles.