2,5-双(2,4-二氯-5-氟苯基)-1,3,4-噁二唑 | 307557-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,5-双(2,4-二氯-5-氟苯基)-1,3,4-噁二唑
• 英文名称: 2,5-Bis(2,4-dichloro-5-fluorophenyl)-1,3,4-oxadiazole
• CAS: 307557-48-8
• 化学式: C₁₄H₄Cl₄F₂N₂O
• 分子量: 396.007
• InChiKey: XCWHBJIPRCGTSY-UHFFFAOYSA-N

物化性质

• 沸点：
  489.7±55.0 °C(Predicted)
• 密度：
  1.613±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,4-二氯-5-氟苯甲酸 在 4-氟苯氧基醋酸肼 、 三氯氧磷 作用下， 反应 5.0h， 以58%的产率得到2,5-双(2,4-二氯-5-氟苯基)-1,3,4-噁二唑
  参考文献：
  名称：

  Syntheses and insecticidal activities of novel 2-fluorophenyl-5-aryl/cyclopropyl-1,3,4-oxadiazoles

  摘要：

  Two 2-fluorophenyl-5-substitued cyclopropyl-1,3,4-oxadiazoles (IIIa-b) with cis/trans isomers were synthesized from the corresponding hydrazide (Ia) and aroyl chlorides by two-step reactions. Six asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-aryl-1,3,4-oxadiazoles (IIIc- h) were obtained by one step reaction of 2,4-dichloro-5-fluorobenzoic acid hydrazide (Ic) with the corresponding aromatic carboxylic acid in the presence of phosphorus oxychloride under reflux. However, the similar reaction of 4-fluorophenoxyacetic acid hydrazide (Ib) with 2,4-dichloro-5-fluorobenzoic acid failed to yield the desired asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-(fluorophenoxymethyl)-1,3,4-oxadiazole, and the resulting product was characterized as symmetric al 2,5-bis(2,4-dichloro-5-fluorophenyl) -1,3,4-oxadiazole (DCFPO). A possible reaction mechanism is suggested. Insecticidal activities of these nine new compounds against armyworms (Pseudaletia separata Walker) were determined. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(00)00323-7

文献信息

• Bhat, K. Subrahmanya; Karthikeyan; Holla, B. Shivarama, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 8, p. 1765 - 1769
  作者：Bhat, K. Subrahmanya、Karthikeyan、Holla, B. Shivarama、Shetty, N. Suchetha

  DOI：——

  日期：——
• Syntheses and insecticidal activities of novel 2-fluorophenyl-5-aryl/cyclopropyl-1,3,4-oxadiazoles
  作者：Wei Shi、Xuhong Qian、Gonghua Song、Rong Zhang、Rongpo Li

  DOI：10.1016/s0022-1139(00)00323-7

  日期：2000.12

  Two 2-fluorophenyl-5-substitued cyclopropyl-1,3,4-oxadiazoles (IIIa-b) with cis/trans isomers were synthesized from the corresponding hydrazide (Ia) and aroyl chlorides by two-step reactions. Six asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-aryl-1,3,4-oxadiazoles (IIIc- h) were obtained by one step reaction of 2,4-dichloro-5-fluorobenzoic acid hydrazide (Ic) with the corresponding aromatic carboxylic acid in the presence of phosphorus oxychloride under reflux. However, the similar reaction of 4-fluorophenoxyacetic acid hydrazide (Ib) with 2,4-dichloro-5-fluorobenzoic acid failed to yield the desired asymmetrical 2-(2,4-dichloro-5-fluorophenyl)-5-(fluorophenoxymethyl)-1,3,4-oxadiazole, and the resulting product was characterized as symmetric al 2,5-bis(2,4-dichloro-5-fluorophenyl) -1,3,4-oxadiazole (DCFPO). A possible reaction mechanism is suggested. Insecticidal activities of these nine new compounds against armyworms (Pseudaletia separata Walker) were determined. (C) 2000 Elsevier Science S.A. All rights reserved.