8,8'-dimethyl-2,2'-binaphthalene | 691004-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8,8'-dimethyl-2,2'-binaphthalene
• 英文别名: 1-methyl-7-(8-methylnaphthalen-2-yl)naphthalene
• CAS: 691004-98-5
• 化学式: C₂₂H₁₈
• 分子量: 282.385
• InChiKey: HMXRMRQXLOVTAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  8,8'-dimethyl-2,2'-binaphthalene 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[7-[8-[(dimethylamino)methyl]naphthalen-2-yl]naphthalen-1-yl]-N,N-dimethylmethanamine
  参考文献：
  名称：

  Synthesis of a novel intercalator based on 2,2′-binaphthalene bearing dimethylammonium groups

  摘要：

  A novel type of DNA intercalator, 8,8'-bis(dimethylaminomethyl)-2,2-binaphthalene (1) based on 2,2'-binaphthalene skeleton, was prepared via homocoupling of 7-bromo-1-methylnaphthalene as a key step. The binding ability of 1 for calf thymus (CT) DNA was evaluated by UV-vis and fluorescence spectroscopic titrations and the melting temperature of CT DNA. The apparent association constant of 1 with CT DNA was larger than that of ethidium bromide (EB). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.061
• 作为产物：
  描述：

  7-溴-1-甲基萘 在 三苯基膦 2,2'-联吡啶 、 nickel dichloride 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以75%的产率得到8,8'-dimethyl-2,2'-binaphthalene
  参考文献：
  名称：

  Synthesis of a novel intercalator based on 2,2′-binaphthalene bearing dimethylammonium groups

  摘要：

  A novel type of DNA intercalator, 8,8'-bis(dimethylaminomethyl)-2,2-binaphthalene (1) based on 2,2'-binaphthalene skeleton, was prepared via homocoupling of 7-bromo-1-methylnaphthalene as a key step. The binding ability of 1 for calf thymus (CT) DNA was evaluated by UV-vis and fluorescence spectroscopic titrations and the melting temperature of CT DNA. The apparent association constant of 1 with CT DNA was larger than that of ethidium bromide (EB). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.061

文献信息

• Barium ion sensing by a 2,2′-binaphthalene derivative bearing two monoaza-15-crown-5 ethers
  作者：Shin-ichi Kondo、Tomoko Kinjo、Yumihiko Yano

  DOI：10.1016/j.tetlet.2005.03.054

  日期：2005.5

  A novel fluoroionophore 1 based on 2,2'-binaphthalene bearing two monoaza-15-crown-5 ethers at 8- and 8'-positions was prepared. UV-vis and fluorescence responses of 1 upon the addition of alkali and alkaline earth metal cations were evaluated in 15% MeOH-MeCN. Receptor 1 showed unique response for Ba2+ due to the formation of an intramolecular sandwich complex. (c) 2005 Elsevier Ltd. All rights reserved.