1,2,3,5,6,7-hexabromnaphthalin | 33649-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,5,6,7-hexabromnaphthalin
• 英文别名: 1,2,3,5,6,7-Hexabromonaphthalene
• CAS: 33649-67-1
• 化学式: C₁₀H₂Br₆
• 分子量: 601.55
• InChiKey: BBKFJDUGJWLVGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  1,2,3,5,6,7-hexabromnaphthalin 、 4-戊基联苯乙炔 生成 1,2,3,5,6,7-Hexakis-(4'-pentyl-biphenyl-4-ylethynyl)-naphthalene
  参考文献：
  名称：

  Praefcke, K.; Singer, D.; Guendogan, B., Berichte der Bunsen-Gesellschaft, 1993, vol. 97, # 10, p. 1358 - 1361

  摘要：

  DOI：
• 作为产物：
  描述：

  (3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene 在 aluminum tri-bromide 、 溴 作用下， 生成 1,2,3,5,6,7-hexabromnaphthalin
  参考文献：
  名称：

  2,3-三亚甲基降冰片烷-金刚烷重排的方面：金刚烷和1-甲基金刚烷的选择性卤化

  摘要：

  外-或内-2,3-三亚甲基降冰片烷的溴化铝催化溴化反应可得到1,3,6-三溴金刚烷，1,3,5-三溴金刚烷和1,2,3,5,6,7-六溴萘; 无法检测到反应的中间产物。描述了金刚烷和1-甲基金刚烷选择性桥头单氯化和二氯化的方法。用氢氧化钠在180°下水解1，3-二氯金刚烷和5-甲基-1，3-二氯金刚烷，通过断裂进行水解，得到双环[3.3.1]壬烷衍生物。

  DOI：

  10.1016/s0040-4020(01)91642-4

文献信息

• Face selection in the reduction of p,p'-disubstituted 5,7-diphenyl-2-adamantanones and hydrolysis of the corresponding 2-adamantyl tosylates
  作者：In H. Song、William J. le Noble

  DOI：10.1021/jo00080a012

  日期：1994.1

  The reduction of 5,7-diphenyl-2-adamantanone with sodium borohydride in 2-propanol is affected by the introduction of a p-nitro substituent in one of the rings: the E-alcohol is obtained in small but easily measurable excess of 1.30:1. Conversely, the introduction of a p-amino group leads to an excess of Z-isomer by roughly the same factor (1.28). When both substituents are present, they evidently cooperate to produce a ratio of 1.64. The tosylates of the alcohols were prepared and their solvolysis rates measured in 3% aqueous hexafluoro-2-propanol and compared with those of the parent and p-substituted 5-phenyl-2-adamantyl tosylates. Additivity of substituent effects was again observed, but the p-aminophenyl group in these reactions was deactivating compared to phenyl, presumably due to II-bonding and/or protonation of the amino group in the acidic medium.