diethyl (2E)-2-[(5-chloro-2-nitrophenyl)hydrazinylidene]pentanedioate | 143263-55-2

• 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: diethyl (2E)-2-[(5-chloro-2-nitrophenyl)hydrazinylidene]pentanedioate
• CAS: 143263-55-2
• 化学式: C₁₅H₁₈ClN₃O₆
• 分子量: 371.777
• InChiKey: RXGDYLNJCQAGJI-GZTJUZNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-氧代戊烷-1,5-二甲酸二乙酯 、 2-硝基-5-氯苯基肼 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 diethyl (2Z)-2-[(5-chloro-2-nitrophenyl)hydrazinylidene]pentanedioate 、 diethyl (2E)-2-[(5-chloro-2-nitrophenyl)hydrazinylidene]pentanedioate
  参考文献：
  名称：

  Synthese substituierter 2-Nitrophenylhydrazone von 2-Oxodicarbons�ureestern und Untersuchung ihres Tautomerie- und Absorptionsverhaltens

  摘要：

  32 Substituted 2-nitrophenylhydrazones of diethyl oxalacetate, 2-oxoglutaric acid and its 1-mono- and 1,5-dialkyl esters, resp., have been synthesized from substituted 2-nitrophenylhydrazines and 4,6-dinitro-1,3-dihydrazinobenzene and the carbonyl compounds named above. H-1-n.m.r. spectra prove all products to have the constitution of hydrazones and not that of azo compounds or enhydrazines and also allow the assignation of the E- and Z-configuration, resp., to the hydrazone diastereomers. The absorption behaviour of all hydrazones is discussed with comparison of the different substitution patterns. Unexpectedly, the 4,6-dinitro-1,3-bishydrazones 27-32 show very high 1g epsilon(max) values (at about 4.8) due to their crossed two chromophoric systems.

  DOI：

  10.1002/prac.19923340311

文献信息

• Synthese substituierter 2-Nitrophenylhydrazone von 2-Oxodicarbons�ureestern und Untersuchung ihres Tautomerie- und Absorptionsverhaltens
  作者：H. Schwesinger、Antje Dalski、D. Sicker、H. Wilde、G. Mann

  DOI：10.1002/prac.19923340311

  日期：——

  32 Substituted 2-nitrophenylhydrazones of diethyl oxalacetate, 2-oxoglutaric acid and its 1-mono- and 1,5-dialkyl esters, resp., have been synthesized from substituted 2-nitrophenylhydrazines and 4,6-dinitro-1,3-dihydrazinobenzene and the carbonyl compounds named above. H-1-n.m.r. spectra prove all products to have the constitution of hydrazones and not that of azo compounds or enhydrazines and also allow the assignation of the E- and Z-configuration, resp., to the hydrazone diastereomers. The absorption behaviour of all hydrazones is discussed with comparison of the different substitution patterns. Unexpectedly, the 4,6-dinitro-1,3-bishydrazones 27-32 show very high 1g epsilon(max) values (at about 4.8) due to their crossed two chromophoric systems.