N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine | 303732-10-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine
• 英文别名: 1,2-C6H4(2-NCMeC10H6OH)(NH2)
• CAS: 303732-10-7
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: HPARNHRPXJGHNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.61
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine 、 2-羟基-1-萘甲醛 在 哌啶 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以85%的产率得到1,2-C6H4(2-NCMeC10H6OH)(NCHC10H6OH-2)
  参考文献：
  名称：

  Synthesis and Crystal Structure of Non-symmetric Tetradentate Complexes of Ni(II), Cu(II), Co(II), and Zn(II)

  摘要：

  The non-symmetrical tetradentate Schiff-base H(2)L have been obtained using the half-unit N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine (HL(1)) with 2-hydroxyl-1-naphthaldehyde. ML complexes(M= Ni(1), Cu(2), Co(3) and Zn(4)) were prepared and characterized by atomic absorption, IR, UV, (1)H NMR spectroscopy, and a single crystal X-ray structure. Crystal data for (1) are triclinic space group P-1, a = 7.9784 (3) angstrom, b = 10.2417 (4) angstrom, c = 13.4090 (5) angstrom, alpha = 103.8480 (10)degrees, beta = 97.0540 (10)degrees, gamma = 92.2400 (10)degrees and z = 2. Crystal data for (2): Triclinic space group P-1, a = 7.9991 (6) angstrom, b = 10.0520 (7) angstrom, c = 13.6974 (10) angstrom, alpha = 103.6500 (10)degrees, beta = 95.9650 (10)degrees, gamma = 90.3160 (10)degrees and z = 2. The Ni and Cu atoms have slightly distorted square-planar coordination geometry.

  DOI：

  10.1080/15533174.2010.492547
• 作为产物：
  描述：

  2-乙酰基-1-萘酚 、 邻苯二胺 生成 N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine
  参考文献：
  名称：

  Synthesis and Crystal Structure of Non-symmetric Tetradentate Complexes of Ni(II), Cu(II), Co(II), and Zn(II)

  摘要：

  The non-symmetrical tetradentate Schiff-base H(2)L have been obtained using the half-unit N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine (HL(1)) with 2-hydroxyl-1-naphthaldehyde. ML complexes(M= Ni(1), Cu(2), Co(3) and Zn(4)) were prepared and characterized by atomic absorption, IR, UV, (1)H NMR spectroscopy, and a single crystal X-ray structure. Crystal data for (1) are triclinic space group P-1, a = 7.9784 (3) angstrom, b = 10.2417 (4) angstrom, c = 13.4090 (5) angstrom, alpha = 103.8480 (10)degrees, beta = 97.0540 (10)degrees, gamma = 92.2400 (10)degrees and z = 2. Crystal data for (2): Triclinic space group P-1, a = 7.9991 (6) angstrom, b = 10.0520 (7) angstrom, c = 13.6974 (10) angstrom, alpha = 103.6500 (10)degrees, beta = 95.9650 (10)degrees, gamma = 90.3160 (10)degrees and z = 2. The Ni and Cu atoms have slightly distorted square-planar coordination geometry.

  DOI：

  10.1080/15533174.2010.492547

文献信息

• Metal Complexes of Non-Symmetric Tetradentate Schiff Bases Derived from N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine
  作者：Davar M. Boghaei、Maryam Lashanizadegan

  DOI：10.1080/00945710009351841

  日期：2000.8.1
• TEMPLATE SYNTHESIS AND X-RAY STRUCTURE DETERMINATION OF UNSYMMETRICAL TETRADENTATE SCHIFF BASE COMPLEXES OF NICKEL(II) AND COPPER(II)
  作者：Maryam Lashanizadegan、Davar M. Boghaei

  DOI：10.1081/sim-100107213

  日期：2001.9.30

  Nickel(II) and copper(H) complexes of unsymmetrical tetradentate Schiff bases have been synthesized by the template reaction of the half-units N-(1-hydroxy-2-acetonaphthone)-1-amino-2-phenyleneimine) (HL) and N-(2-hydroxyacetophenone)-1-amino-2-phenyleneimine (HL1) with glyoxal monophenylhydrazone (HL2). The ligands (L-L-2) and (L-1-L-2) are formed in situ, respectively. The complexes have been characterized by molar conductance, IR, H-1 NMR and UV spectroscopy. The crystal structure of the Ni(II) complexes have been determined by X-ray crystallography and exhibit square-planar conformation. Crystals of Ni(L-1-L-2) are monoclinic, space group P2(1), with a = 10.2552(5), b=7.3422(4), c= 12.2414(6)Angstrom, beta =93.0910(10)degrees, Z=2. Crystals of Ni(L-L-2) are monoclinic, space group C2/c, with a=24.5353(4), b=9.8615(3), c=22.2809(5)Angstrom, beta =122.7710(10)degrees, Z=8. The Ni-O and Ni-N bonds have very similar lengths and form a regular square-planar structure.