2-[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]-1,1,1-trifluoro-2-propanol | 1261295-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]-1,1,1-trifluoro-2-propanol
• 英文别名: 2-[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]-1,1,1-trifluoropropan-2-ol
• CAS: 1261295-38-8
• 化学式: C₁₁H₈BrF₃N₂O₂
• 分子量: 337.096
• InChiKey: ZWVSOWDDCYMNIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,1,1-三氟丙酮 、 (异氰亚氨基)三苯基膦 、 2-溴苯甲酸 以 二氯甲烷 为溶剂， 反应 4.0h， 以82%的产率得到2-[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]-1,1,1-trifluoro-2-propanol
  参考文献：
  名称：

  (N-Isocyanimino)triphenylphosphorane-Mediated, One-Pot, Efficient Synthesis of Sterically Congested 1,1,1-Trifluoro-2-(5-aryl-1,3,4-oxadiazol-2-yl)-2-propanol Derivatives via Intramolecular Aza-Wittig Reaction

  摘要：

  Reactions of (N-isocyanimino)triphenylphosphorane with 1,1,1-trifluoroacetone in the presence of aromatic (or heteroaromatic) carboxylic acids (3-methylbenzoic acid, 1-naphthalenecarboxylic acid, 2-naphthalenecarboxylic acid, 2-furancarboxylic acid, and 2-thiophenecarboxylic acid) proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,1,1-trifluoro-2-(5-aryl-1,3,4-oxadiazol-2-yl)-2-propanol derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions were observed. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426501003713098

文献信息

• (<i>N</i>-Isocyanimino)triphenylphosphorane-Mediated, One-Pot, Efficient Synthesis of Sterically Congested 1,1,1-Trifluoro-2-(5-aryl-1,3,4-oxadiazol-2-yl)-2-propanol Derivatives via Intramolecular Aza-Wittig Reaction
  作者：Ali Ramazani、Nahid Shajari、Amir Tofangchi Mahyari、Mehdi Khoobi、Yavar Ahmadi、Ali Souldozi

  DOI：10.1080/10426501003713098

  日期：2010.11.23

  Reactions of (N-isocyanimino)triphenylphosphorane with 1,1,1-trifluoroacetone in the presence of aromatic (or heteroaromatic) carboxylic acids (3-methylbenzoic acid, 1-naphthalenecarboxylic acid, 2-naphthalenecarboxylic acid, 2-furancarboxylic acid, and 2-thiophenecarboxylic acid) proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,1,1-trifluoro-2-(5-aryl-1,3,4-oxadiazol-2-yl)-2-propanol derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions were observed. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.