bis(benzotriazolo)(4-methylphenyl)methane | 111098-80-7

• 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: bis(benzotriazolo)(4-methylphenyl)methane
• 英文别名: 1-[1H-1,2,3-Benzotriazol-1-yl(4-methylphenyl)methyl]-1H-1,2,3-benzotriazole；1-[benzotriazol-1-yl-(4-methylphenyl)methyl]benzotriazole
• CAS: 111098-80-7
• 化学式: C₂₀H₁₆N₆
• 分子量: 340.387
• InChiKey: AGSSKGBKQVYGNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(benzotriazolo)(4-methylphenyl)methane 在 正丁基锂 、 二异丙胺 、 cesium fluoride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 32.0h， 生成 [2,2-Bis(benzotriazol-1-yl)-2-(4-methylphenyl)-1-phenylethoxy]-trimethylsilane
  参考文献：
  名称：

  Katritzky, Alan R.; Kuzmierkiewicz, Wojciech, Journal of the Chemical Society. Perkin transactions I, 1987, p. 819 - 824

  摘要：

  DOI：
• 作为产物：
  描述：

  sodium benzotriazolate 、 1-(溴(对甲苯基)甲基)吡啶-1-溴化物 以 二氯甲烷 为溶剂， 反应 0.5h， 以70%的产率得到bis(benzotriazolo)(4-methylphenyl)methane
  参考文献：
  名称：

  N-(1-haloalkyl)pyridinium salts: preparation and use for new syntheses of other N-(1-substituted-alkyl)pyridinium salts, N,N'-(1-alkylidene)bisamines, and N,N'-(1-alkylidene)bisbenzazoles

  摘要：

  DOI：

  10.1021/jo00281a021

文献信息

• Reactivity of AllylSmBr/HMPA: Facile Synthesis of 3-Aryl-1,2,4-benzotriazines
  作者：Ruifeng Yin、Liejin Zhou、Huili Liu、Hui Mao、Xin Lü、Xiaoxia Wang

  DOI：10.1002/cjoc.201200989

  日期：2013.1

  3‐Aryl‐1,2,4‐benzotriazines were conveniently prepared in moderate to good yields from 1,l‐bis(benzotriazol‐1‐yl)methylarenes with allylsamarium bromide/hexamethylphosphramide (allylSmBr/HMPA). Preliminary results indicate that HMPA may enhance the reducing ability as well as prohibit the nucleophicility of allylSmBr, thus making allylSmBr/HMPA as a promising single‐electron transfer (SET) reagent

  由1，l-双（苯并三唑-1-基）甲基芳烃与烯丙基溴化//六甲基磷酰胺（allylSmBr / HMPA）制备中度到良好收率的3-芳基1,2,4-苯并三嗪很方便。初步结果表明，HMPA可能增强烯丙基SmBr的还原能力，并阻止其烯键性，因此使烯丙基SmBr / HMPA成为有前途的单电子转移（SET）试剂。
• 1,1-Bis(benzotriazolyl) derivatives as gem-dianion synthons
  作者：Alan R. Katritzky、Clara N. Fali、Ming Qi

  DOI：10.1016/s0040-4039(98)00346-3

  日期：1998.4

  Bis(benzotriazolyl)methylbenzenes la,b were converted by excess lithium metal in the presence of ketones into the 1,3-diols 3a-g in moderate to good yields. However, similar treatment of 5 gave only the mono reduction products 6, 7. Compounds la,b reacted with 1 equivalent of diketone 8 to form olefins 10a,b. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Katritzky, Alan R.; Kuzmierkiewicz, Wojciech; Rachwal, Bogumila, Journal of the Chemical Society. Perkin transactions I, 1987, p. 811 - 818
  作者：Katritzky, Alan R.、Kuzmierkiewicz, Wojciech、Rachwal, Bogumila、Rachwal, Stanislaw、Thomson, Julie

  DOI：——

  日期：——
• Construction of 3-aryl-1,2,4-benzotriazines via unprecedented rearrangement of bis(benzotriazol-1-yl)methylarenes
  作者：Zhiyun Zhong、Ran Hong、Xiaoxia Wang

  DOI：10.1016/j.tetlet.2010.10.093

  日期：2010.12

  3-Aryl-1,2,4-benzotriazines were formed unexpectedly by the treatment of 1,l-bis(benzotriazol-1-yl) methylarenes with allylsamarium bromide. A radical pathway was proposed involving steps, such as fragmentation, ring-opening, and cyclization. (C) 2010 Elsevier Ltd. All rights reserved.
• ANDERS, ERNST;TROPSCH, JURGEN G.;KATRITZKY, ALAN R.;RASALA, DANUTA;EYNDE,+, J. ORG. CHEM., 54,(1989) N0, C. 4808-4812
  作者：ANDERS, ERNST、TROPSCH, JURGEN G.、KATRITZKY, ALAN R.、RASALA, DANUTA、EYNDE,+

  DOI：——

  日期：——