N-(2,4-dinitrophenyl)-N'-(anthracen-9-ylmethylene)hydrazone | 10208-19-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-(2,4-dinitrophenyl)-N'-(anthracen-9-ylmethylene)hydrazone
• 英文别名: anthracene-9-carbaldehyde-(2,4-dinitro-phenylhydrazone)；Anthracen-9-carbaldehyd-(2,4-dinitro-phenylhydrazon)；9-Anthraldehyd-2,4-dinitrophenylhydrazon；N-(anthracen-9-ylmethylideneamino)-2,4-dinitroaniline
• CAS: 10208-19-2
• 化学式: C₂₁H₁₄N₄O₄
• 分子量: 386.367
• InChiKey: NUMAOWIOKLXBNM-UHFFFAOYSA-N

物化性质

• 沸点：
  621.0±55.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2,4-dinitrophenyl)-N'-(anthracen-9-ylmethylene)hydrazone 、 四丁基醋酸铵 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Chromogenic signalling of water content in organic solvents by hydrazone–acetate complexes

  摘要：

  New chromogenic probe systems for the signalling of the water content in represeniative water-miscible organic solvents (acetonitrile and tetrahydrofuran) were investigated. The effect of the water content in organic solvents on the complex formation of hydrazone dye with acetate ions was utilized for the signalling. The hydrazone-acetate system exhibited a pronounced chromogenic signalling behaviour that could be detected by eye in response to the changes in water content in such common water-miscible organic solvents as acetonitrile and tetrahydrofuran. Prominent colour changes were observed for up to 1 and 2% water content in acetonitrile and THF, respectively. Detection limits of the anthracene-based hydrazone-acetate system for determination of the water content in acetonitrile and tetrahydrofuran were 0.037 and 0.071%, respectively. The 7-hydroxycoumarin-based hydrazone-acetate system showed somewhat less sensitive signalling behaviour, with respective detect on limits of 0.12 and 0.63% in acetonitrile and tetrahydrofuran. The designed hydrazone-acetate systems could be used as a simple and convenient chromogenic probes for the determination of the water content in representative organic solvents of acetonitrile and tetrahydrofuran. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.07.019
• 作为产物：
  描述：

  在 水 作用下， 以 乙腈 为溶剂， 生成 N-(2,4-dinitrophenyl)-N'-(anthracen-9-ylmethylene)hydrazone
  参考文献：
  名称：

  Chromogenic signalling of water content in organic solvents by hydrazone–acetate complexes

  摘要：

  New chromogenic probe systems for the signalling of the water content in represeniative water-miscible organic solvents (acetonitrile and tetrahydrofuran) were investigated. The effect of the water content in organic solvents on the complex formation of hydrazone dye with acetate ions was utilized for the signalling. The hydrazone-acetate system exhibited a pronounced chromogenic signalling behaviour that could be detected by eye in response to the changes in water content in such common water-miscible organic solvents as acetonitrile and tetrahydrofuran. Prominent colour changes were observed for up to 1 and 2% water content in acetonitrile and THF, respectively. Detection limits of the anthracene-based hydrazone-acetate system for determination of the water content in acetonitrile and tetrahydrofuran were 0.037 and 0.071%, respectively. The 7-hydroxycoumarin-based hydrazone-acetate system showed somewhat less sensitive signalling behaviour, with respective detect on limits of 0.12 and 0.63% in acetonitrile and tetrahydrofuran. The designed hydrazone-acetate systems could be used as a simple and convenient chromogenic probes for the determination of the water content in representative organic solvents of acetonitrile and tetrahydrofuran. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.07.019

文献信息

• Sulfur Studies. XII. Thioaldehydes in the Naphthalene and Anthracene Series
  作者：J. H. Wood、R. W. Bost

  DOI：10.1021/ja01288a047

  日期：1937.9
• Yousaf, Muhammad; Hassan, Amir; Ahmad, Shakeel, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2021, vol. 60, # 2, p. 277 - 282
  作者：Yousaf, Muhammad、Hassan, Amir、Ahmad, Shakeel、Idrees、Adil、Zia, Huma、Haq, Mirajul、Faisal, Shah、Kainat

  DOI：——

  日期：——
• Ahad, Ghulam; Khan, Momin; Khan, Asif, Journal of the Chemical Society of Pakistan, 2018, vol. 40, # 5, p. 961 - 973
  作者：Ahad, Ghulam、Khan, Momin、Khan, Asif、Ibrahim, Mohammad、Salar, Uzma、Kanwal、Khan, Khalid Mohammed、Perveen, Shahnaz

  DOI：——

  日期：——
• Chromogenic signalling of water content in organic solvents by hydrazone–acetate complexes
  作者：Youn Hwan Kim、Myung Gil Choi、Hyun Gyu Im、Sangdoo Ahn、Il Wun Shim、Suk-Kyu Chang

  DOI：10.1016/j.dyepig.2011.07.019

  日期：2012.3

  New chromogenic probe systems for the signalling of the water content in represeniative water-miscible organic solvents (acetonitrile and tetrahydrofuran) were investigated. The effect of the water content in organic solvents on the complex formation of hydrazone dye with acetate ions was utilized for the signalling. The hydrazone-acetate system exhibited a pronounced chromogenic signalling behaviour that could be detected by eye in response to the changes in water content in such common water-miscible organic solvents as acetonitrile and tetrahydrofuran. Prominent colour changes were observed for up to 1 and 2% water content in acetonitrile and THF, respectively. Detection limits of the anthracene-based hydrazone-acetate system for determination of the water content in acetonitrile and tetrahydrofuran were 0.037 and 0.071%, respectively. The 7-hydroxycoumarin-based hydrazone-acetate system showed somewhat less sensitive signalling behaviour, with respective detect on limits of 0.12 and 0.63% in acetonitrile and tetrahydrofuran. The designed hydrazone-acetate systems could be used as a simple and convenient chromogenic probes for the determination of the water content in representative organic solvents of acetonitrile and tetrahydrofuran. (C) 2011 Elsevier Ltd. All rights reserved.