2-(5-bromo-1H-tetrazol-1-yl)ethanol | 94050-43-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: 2-(5-bromo-1H-tetrazol-1-yl)ethanol
• 英文别名: 5-bromo-1H-tetrazole-1-ethanol；2-(5-bromotetrazol-1-yl)ethanol
• CAS: 94050-43-8
• 化学式: C₃H₅BrN₄O
• 分子量: 193.003
• InChiKey: CCSWINYYGMITBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-bromo-1H-tetrazol-1-yl)ethanol 在 三溴化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到5-Bromo-1-(2-bromoethyl)tetrazole
  参考文献：
  名称：

  基于 5-Bromo-1-vinyl-1H-四唑的富氮聚合物

  摘要：

  使用 1-(1-vinyl-1H-tetrazol-5-yl)hydrazine 和 1-methyl-1-(1-vinyl-1H-tetrazol) 通过自由基聚合合成了氮含量在 50% 到 60% 之间的富氮聚合物-5-基)肼。通过肼衍生物和5-溴-1-乙烯基-1H-四唑的取代反应获得单体。此外，聚-1-(1-乙烯基-1H-四唑-5-基)肼通过与亚硝酸钠反应转化为相应的含5-叠氮四唑基的聚合物。通过测量分子量、振动光谱(IR)和元素分析来表征聚合物。热稳定性由差示扫描量热法确定，摩擦和冲击敏感性由 BAM 标准确定。通过弹量热测量和 EXPLO5 软件计算来研究能量特性。聚合物对冲击和摩擦的高稳定性，以及它们足够的热稳定性 (175-279 °C) 和适度的能量特性，使这些聚合物成为有前景的化合物，可作为环境友好的富氮聚合物应用。

  DOI：

  10.1002/ejoc.200901226
• 作为产物：
  描述：

  2-(四唑-1-基)乙酸乙酯 在 溴 、 溶剂黄146 、 盐酸 作用下， 以 氯仿 、 水 为溶剂， 生成 2-(5-bromo-1H-tetrazol-1-yl)ethanol
  参考文献：
  名称：

  Synthesis of Functionalized Tetrazenes as Energetic Compounds

  摘要：

  1,4-Bis[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]-1,4-dimethyl-2-tetrazene (12a), 1,4-bis[1-isopropoxycarbonyiniethyl-1H-tetrazol-5-yl]-1,4-dimethyl-2-tetrazene (12b), and 1,4-bis[1-carboxymethyl-1H-tetrazol-5yl]-1,4-dimethyl-2-tetrazene (13) have been synthesized as new nitrogen-rich compounds. The tetrazenes were obtained by oxidation of the corresponding tetrazolylhydrazines using bromine. Moreover, a new method to prepare tetrazolylhydrazines in high yield using 5-bromotetrazoles has been developed. 12a, 12b, and 13 were characterized using vibrational spectroscopy (IR, Raman), mass spectrometry, and multinuclear NMR spectroscopy. The crystal structures of 12a, 12b, and 13 were determined using single crystal X-ray diffraction. Furthermore, the energetic properties of 12a, 12b, and 13 have been investigated using DSC and bomb calorimetric measurements. The sensitivity data toward impact and friction has been determined using BAM methods.

  DOI：

  10.1021/jo802738c

文献信息

• Heterocyclic derivatives
  申请人：Glaxo Group Limited

  公开号：US04585781A1

  公开（公告）日：1986-04-29

  This invention relates to compounds of the general formula (I) ##STR1## and physiologically acceptable salts and hydrates thereof, in which R.sub.1 represents a hydrogen atom or an alkyl, alkanoyl, aroyl or trifluoroalkyl group; R.sub.2 represents a hydrogen atom or an alkyl or alkenyl group or C.sub.2-6 alkyl group substituted by a hydroxy or alkoxy group; X represents a sulphur atom or NH; Y represents an oxygen or sulphur atom or a bond; m represents 1, 2 or 3; and n represents 2, 3 or 4. The compounds show pharmacological activity as selective histamine H.sub.2 -antagonists.

  本发明涉及通式（I）的化合物及其生理上可接受的盐和水合物，其中R1代表氢原子或烷基，烷酰基，芳酰基或三氟甲基基团; R2代表氢原子或烷基或烯基基团或C2-6烷基基团，其被羟基或烷氧基取代; X代表硫原子或NH; Y代表氧原子或硫原子或键; m代表1,2或3; n代表2,3或4。这些化合物作为选择性组胺H2-拮抗剂表现出药理活性。
• Synthesis of Functionalized Tetrazenes as Energetic Compounds
  作者：Johannes Heppekausen、Thomas M. Klapötke、Stefan M. Sproll

  DOI：10.1021/jo802738c

  日期：2009.3.20

  1,4-Bis[1-(2-hydroxyethyl)-1H-tetrazol-5-yl]-1,4-dimethyl-2-tetrazene (12a), 1,4-bis[1-isopropoxycarbonyiniethyl-1H-tetrazol-5-yl]-1,4-dimethyl-2-tetrazene (12b), and 1,4-bis[1-carboxymethyl-1H-tetrazol-5yl]-1,4-dimethyl-2-tetrazene (13) have been synthesized as new nitrogen-rich compounds. The tetrazenes were obtained by oxidation of the corresponding tetrazolylhydrazines using bromine. Moreover, a new method to prepare tetrazolylhydrazines in high yield using 5-bromotetrazoles has been developed. 12a, 12b, and 13 were characterized using vibrational spectroscopy (IR, Raman), mass spectrometry, and multinuclear NMR spectroscopy. The crystal structures of 12a, 12b, and 13 were determined using single crystal X-ray diffraction. Furthermore, the energetic properties of 12a, 12b, and 13 have been investigated using DSC and bomb calorimetric measurements. The sensitivity data toward impact and friction has been determined using BAM methods.
• Nitrogen-Rich Polymers Based on 5-Bromo-1-vinyl-1H-tetrazole
  作者：Thomas M. Klapötke、Stefan M. Sproll

  DOI：10.1002/ejoc.200901226

  日期：2010.2

  Nitrogen-rich polymers with contents of nitrogen between 50 and 60 % were synthesized by radical polymerization using 1-(1-vinyl-1H-tetrazol-5-yl)hydrazine and 1-methyl-1-(1-vinyl-1H-tetrazol-5-yl)hydrazine. The monomers were obtained by substitution reactions of hydrazine derivatives and 5-bromo-1-vinyl-1H-tetrazole. Moreover, the poly-1-(1-vinyl-1H-tetrazol-5-yl)hydrazine was converted into the corresponding

  使用 1-(1-vinyl-1H-tetrazol-5-yl)hydrazine 和 1-methyl-1-(1-vinyl-1H-tetrazol) 通过自由基聚合合成了氮含量在 50% 到 60% 之间的富氮聚合物-5-基)肼。通过肼衍生物和5-溴-1-乙烯基-1H-四唑的取代反应获得单体。此外，聚-1-(1-乙烯基-1H-四唑-5-基)肼通过与亚硝酸钠反应转化为相应的含5-叠氮四唑基的聚合物。通过测量分子量、振动光谱(IR)和元素分析来表征聚合物。热稳定性由差示扫描量热法确定，摩擦和冲击敏感性由 BAM 标准确定。通过弹量热测量和 EXPLO5 软件计算来研究能量特性。聚合物对冲击和摩擦的高稳定性，以及它们足够的热稳定性 (175-279 °C) 和适度的能量特性，使这些聚合物成为有前景的化合物，可作为环境友好的富氮聚合物应用。