2,4-dichlorophenoxyacetic acid (2-pyridinylmethylene)hydrazide

• 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: 2,4-dichlorophenoxyacetic acid (2-pyridinylmethylene)hydrazide
• 英文别名: 2-(2,4-dichlorophenoxy)-N-[(E)-pyridin-2-ylmethylideneamino]acetamide
• 化学式: C₁₄H₁₁Cl₂N₃O₂
• 分子量: 324.166
• InChiKey: VCTZGXSKJCCTPE-QGMBQPNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吡啶-2-甲醛 、 2,4-二氯苯氧乙酰肼 以 乙醇 为溶剂， 生成 2,4-dichlorophenoxyacetic acid (2-pyridinylmethylene)hydrazide
  参考文献：
  名称：

  NMR-spektroskopische Untersuchungen an Derivaten des 2,4-Dichlorphenoxyessigs�urehydrazids

  摘要：

  Derivatives of 2,4-dichlorphenoxyacetyl-hydrazides were prepared by reaction of the hydrazides with different aldehydes. NMR-spectroscopic investigations of these compounds show the existence of rotamers resulting from a nitrogen-carbonyl bond rotation. Contrary to substituted dithiocarbacinic acid derivatives no E/Z-isomerism relative to the C=N double bond could be demonstrated. In order to prove the structures we utilized chemical shift differences in the H-1-, C-13- and N-15-NMR-spectra, NH and CH coupling constants and NOE-difference measurements. The barriers of rotation were determined by NMR-measurements at various temperatures and line shape analysis using the computer program D-NMR 3.

  DOI：

  10.1007/bf00814150

文献信息

• NMR-spektroskopische Untersuchungen an Derivaten des 2,4-Dichlorphenoxyessigs�urehydrazids
  作者：U. Himmelreich、F. Tschwatschal、R. Borsdorf

  DOI：10.1007/bf00814150

  日期：1993.10

  Derivatives of 2,4-dichlorphenoxyacetyl-hydrazides were prepared by reaction of the hydrazides with different aldehydes. NMR-spectroscopic investigations of these compounds show the existence of rotamers resulting from a nitrogen-carbonyl bond rotation. Contrary to substituted dithiocarbacinic acid derivatives no E/Z-isomerism relative to the C=N double bond could be demonstrated. In order to prove the structures we utilized chemical shift differences in the H-1-, C-13- and N-15-NMR-spectra, NH and CH coupling constants and NOE-difference measurements. The barriers of rotation were determined by NMR-measurements at various temperatures and line shape analysis using the computer program D-NMR 3.

表征谱图