5-[(溴甲基)磺酰基]-1-苯基-1H-四唑 | 880634-13-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-[(溴甲基)磺酰基]-1-苯基-1H-四唑
• 英文名称: 5-[(bromomethyl)sulfonyl]-1-phenyl-1H-tetrazole
• 英文别名: 5-(Bromomethylsulfonyl)-1-phenyltetrazole
• CAS: 880634-13-9
• 化学式: C₈H₇BrN₄O₂S
• 分子量: 303.139
• InChiKey: ISANWZWXGFFOHT-UHFFFAOYSA-N

物化性质

• 沸点：
  470.9±47.0 °C(Predicted)
• 密度：
  1.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  86.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[(溴甲基)磺酰基]-1-苯基-1H-四唑 、 2-氯-5-硝基苯甲醛 在 六甲基磷酰三胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 2-[2-bromovinyl]-1-chloro-4-nitrobenzene
  参考文献：
  名称：

  Stereoselective Synthesis of Z Alkenyl Halides via Julia Olefination

  摘要：

  Julia olefination between alpha-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereo selectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the Z solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.

  DOI：

  10.1021/jo052370h
• 作为产物：
  描述：

  5-甲硫基-1-苯基-1H-四氮唑 在 N-溴代丁二酰亚胺(NBS) 、 ammonium molybdate tetrahydrate 、 双氧水 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.5h， 生成 5-[(溴甲基)磺酰基]-1-苯基-1H-四唑
  参考文献：
  名称：

  Stereoselective Synthesis of Z Alkenyl Halides via Julia Olefination

  摘要：

  Julia olefination between alpha-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereo selectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the Z solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.

  DOI：

  10.1021/jo052370h

文献信息

• Stereoselective Synthesis of <i>Z</i> Alkenyl Halides via Julia Olefination
  作者：Marie-Eve Lebrun、Paul Le Marquand、Carl Berthelette

  DOI：10.1021/jo052370h

  日期：2006.3.1

  Julia olefination between alpha-halomethyl sulfones and a variety of aldehydes afforded alkenyl halides in good to excellent yields with high E/Z stereo selectivities. Sulfones were readily prepared in two or three steps from commercially available reagents in good yields. Optimization revealed that the nature of the Z solvent, the base, and the additive were crucial to obtain the desired alkenyl halides.