2,5-dimethyl-2,5-di(5-phenyl-2-tetrazolyl)hexane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,5-dimethyl-2,5-di(5-phenyl-2-tetrazolyl)hexane
• 英文别名: 2-[2,5-dimethyl-5-(5-phenyltetrazol-2-yl)hexan-2-yl]-5-phenyltetrazole
• 化学式: C₂₂H₂₆N₈
• 分子量: 402.502
• InChiKey: BXCXVFGOOOMPLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-苯基四氮唑 、 2,5-二甲基-2,5-己二醇 在 高氯酸 作用下， 生成 2,5-dimethyl-2,5-di(5-phenyl-2-tetrazolyl)hexane
  参考文献：
  名称：

  Facile synthesis of macrocyclic tetrazoles by regioselective cycloalkylation of bistetrazoles with 2,5-dimethylhexane-2,5-diol in perchloric acid

  摘要：

  Alkylation of 1,5-bis(tetrazol-5-yl)-3-oxapentane with 2,5-dimethylhexane-2,5-diol in 65% aqueous perchloric acid was found to proceed selectively on the N2 atoms of both tetrazole rings generating a 15-membered macrocycle with tetrazol-2,5-diyl moieties incorporated (yield ca. 80%). Under analogous alkylation conditions 1,5-bis(1-methyltetrazol-5-y1)-3-oxapentane undergoes quaternization resulting in a macrocyclic tetrazolium perchlorate containing two 1-methyltetrazolium-3,5-diyl units linked by 3-oxapentane-1,5-diyl and 2,5-dimethylhexane-2,5-diyl bridges. Crystal structures of the macrocyclic compounds obtained, determined by single crystal X-ray analysis, are described. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.146

文献信息

• Selective synthesis of binuclear N-substituted tetrazoles and tetrazolium salts
  作者：P. N. Gaponik、S. V. Voitekhovich、A. S. Lyakhov

  DOI：10.1007/bf02256871

  日期：2000.3
• Facile synthesis of macrocyclic tetrazoles by regioselective cycloalkylation of bistetrazoles with 2,5-dimethylhexane-2,5-diol in perchloric acid
  作者：Sergei V. Voitekhovich、Alexander S. Lyakhov、Ludmila S. Ivashkevich、Pavel N. Gaponik

  DOI：10.1016/j.tetlet.2012.08.146

  日期：2012.11

  Alkylation of 1,5-bis(tetrazol-5-yl)-3-oxapentane with 2,5-dimethylhexane-2,5-diol in 65% aqueous perchloric acid was found to proceed selectively on the N2 atoms of both tetrazole rings generating a 15-membered macrocycle with tetrazol-2,5-diyl moieties incorporated (yield ca. 80%). Under analogous alkylation conditions 1,5-bis(1-methyltetrazol-5-y1)-3-oxapentane undergoes quaternization resulting in a macrocyclic tetrazolium perchlorate containing two 1-methyltetrazolium-3,5-diyl units linked by 3-oxapentane-1,5-diyl and 2,5-dimethylhexane-2,5-diyl bridges. Crystal structures of the macrocyclic compounds obtained, determined by single crystal X-ray analysis, are described. (C) 2012 Elsevier Ltd. All rights reserved.