5-Methyl-1-acetylbenzotriazole | 129354-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 5-Methyl-1-acetylbenzotriazole
• 英文别名: 1-acetyl-5-methyl-1H-benzotriazole；1-Acetyl-5-methyl-1H-benzotriazol；1-(5-Methylbenzotriazol-1-yl)ethanone
• CAS: 129354-64-9
• 化学式: C₉H₉N₃O
• 分子量: 175.19
• InChiKey: ZQALQIKJAQDMEU-UHFFFAOYSA-N

物化性质

• 沸点：
  322.0±35.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Methyl-1-acetylbenzotriazole 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Zincke; Lawson, Justus Liebigs Annalen der Chemie, 1887, vol. 240, p. 124 Anm.

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-2-硝基-N-乙酰基苯胺 在 铁粉 、 溶剂黄146 、 sodium nitrite 作用下， 生成 5-Methyl-1-acetylbenzotriazole
  参考文献：
  名称：

  Morgan; Micklethwait, Journal of the Chemical Society, 1913, vol. 103, p. 1397

  摘要：

  DOI：

文献信息

• Cu-catalyzed arylation of 1-acyl-1H-1,2,3-Benzotriazoles via C–N activation
  作者：Wenying Zhang、Yangyang Wang、Xiangru Jia、Zhengyin Du、Ying Fu

  DOI：10.1016/j.jorganchem.2019.05.013

  日期：2019.9

  An efficient copper-catalyzed arylation reaction of 1-acyl-1H-1,2,3-benzotriazoles with diaryliodonium salts via C–N activation is explored. The reaction is conducted regioselectively to form 1-aryl-1H-1,2,3-benzotriazoles in MeCN at 80 °C in the presence of cesium carbonate. 29 examples are given with the product yield of up to 84%. The probable reaction mechanism is proposed.

  通过CN活化研究了1-酰基-1 H -1,2,3-苯并三唑与二芳基碘鎓盐的有效铜催化芳基化反应。在碳酸铯存在下，于80℃在MeCN中区域选择性地进行反应以形成1-芳基-1 H -1,2,3-苯并三唑。给出了29个实例，产品收率高达84％。提出了可能的反应机理。
• Flash-vacuum pyrolysis of 1-acylbenzotriazole: Direct observation of cyclopenta-2,4-dienylidenemethaneimines by tandem mass spectrometry and low-temperature infrared spectrometry
  作者：André Maquestiau、Didier Beugnies、Robert Flammang、Beat Freiermuth、Curt Wentrup

  DOI：10.1002/oms.1210250404

  日期：1990.4

  AbstractA real‐time analysis of the flash‐vacuum pyrolysis products of 1‐acetylbenzotriazole (1) and 1‐benzoylbenzotriazole (2) was performed by tandem mass Spectrometry. In the temperature range 500‐600 °C, these compounds lose nitrogen, yielding N‐acetyl‐ and N‐benzoylcyclopenta‐ 2,4‐dienylidenemethaneimines (10 and 17, respectively). At higher pyrolysis temperatures, 1 gives 2‐methylbenzoxazole, cyanocyclopentadiene, methylcyanocyclopentadiene(s), benzonitrile and ketene, which were identified by collision‐activated dissociation mass Spectrometry. Low‐temperature infrared experiments confirmed the pyrolytic transformation 1(2) → 10(17) at mediated temperatures.
• Boessneck, Chemische Berichte, 1886, vol. 19, p. 1757
  作者：Boessneck

  DOI：——

  日期：——
• Nonaqueous Electrolyte and Nonaqueous Secondary Battery
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US20180062213A1

  公开（公告）日：2018-03-01

  The purpose of the present invention is to provide a nonaqueous electrolyte that contains acetonitrile having an excellent balance between viscosity and the dielectric constant and a fluorine-containing inorganic lithium salt, wherein the generation of complex cations comprising a transition metal and acetonitrile is suppressed, excellent load characteristics are exhibited, and increases in internal resistance upon repeated charge/discharge cycles are suppressed; a further purpose of the present invention is to provide a nonaqueous secondary battery. The present invention relates to a nonaqueous electrolyte which contains: a nonaqueous solvent comprising acetonitrile; a fluorine-containing inorganic lithium salt; and a specific nitrogenous cyclic compound typified by benzotriazole.