1,11-dibromo-5,5,7,7-tetramethyl-5,7-dihydrodibenzoxepin | 156749-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• 英文名称: 1,11-dibromo-5,5,7,7-tetramethyl-5,7-dihydrodibenzoxepin
• 英文别名: 1,11-Dibromo-5,5,7,7-tetramethylbenzo[d][2]benzoxepine；1,11-dibromo-5,5,7,7-tetramethylbenzo[d][2]benzoxepine
• CAS: 156749-50-7
• 化学式: C₁₈H₁₈Br₂O
• 分子量: 410.148
• InChiKey: QDQODMPWHQBKSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,11-dibromo-5,5,7,7-tetramethyl-5,7-dihydrodibenzoxepin 在 盐酸 、 叔丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以81%的产率得到5,5,7,7-tetramethyl-5,7-dihydrodibenzoxepin
  参考文献：
  名称：

  How advantageous is the intramolecular aggregation of 1,4-organodilithio compounds ?

  摘要：

  1,11-Dilithio-5,5,7,7-tenamethyl-5,7-dihydrodibenz[c,e]oxepin (3) is a conformationally confined analogue of o,o'-dilithiobiphenyl (1). A temperature variable nmr study of this model compound, monitoring the coalescence of its diastereotopic methyl groups, has revealed a barrier of about 12 kcal/mol to planarization, just 2 kcal/mol less than that found with the metal-free heterocycle. Thus, the energetic benefit of intramolecular aggregation of o,o'-dilithiobisaryls is found to be significantly smaller than predicted by ab initio calculations.

  DOI：

  10.1016/s0040-4020(01)90443-0
• 作为产物：
  描述：

  6,6'-dibromobiphenyl-2,2'-di(1-methylethanol) 在 硫酸 作用下， 反应 3.0h， 以35%的产率得到1,11-dibromo-5,5,7,7-tetramethyl-5,7-dihydrodibenzoxepin
  参考文献：
  名称：

  How advantageous is the intramolecular aggregation of 1,4-organodilithio compounds ?

  摘要：

  1,11-Dilithio-5,5,7,7-tenamethyl-5,7-dihydrodibenz[c,e]oxepin (3) is a conformationally confined analogue of o,o'-dilithiobiphenyl (1). A temperature variable nmr study of this model compound, monitoring the coalescence of its diastereotopic methyl groups, has revealed a barrier of about 12 kcal/mol to planarization, just 2 kcal/mol less than that found with the metal-free heterocycle. Thus, the energetic benefit of intramolecular aggregation of o,o'-dilithiobisaryls is found to be significantly smaller than predicted by ab initio calculations.

  DOI：

  10.1016/s0040-4020(01)90443-0

文献信息

• How advantageous is the intramolecular aggregation of 1,4-organodilithio compounds ?
  作者：Olivier Desponds、Manfred Schlosser

  DOI：10.1016/s0040-4020(01)90443-0

  日期：1994.1

  1,11-Dilithio-5,5,7,7-tenamethyl-5,7-dihydrodibenz[c,e]oxepin (3) is a conformationally confined analogue of o,o'-dilithiobiphenyl (1). A temperature variable nmr study of this model compound, monitoring the coalescence of its diastereotopic methyl groups, has revealed a barrier of about 12 kcal/mol to planarization, just 2 kcal/mol less than that found with the metal-free heterocycle. Thus, the energetic benefit of intramolecular aggregation of o,o'-dilithiobisaryls is found to be significantly smaller than predicted by ab initio calculations.