6,7-dibromo-2,3-dihydrophthalazine-1,4-dione | 76240-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6,7-dibromo-2,3-dihydrophthalazine-1,4-dione
• CAS: 76240-46-5
• 化学式: C₈H₄Br₂N₂O₂
• 分子量: 319.94
• InChiKey: ICXVNDXJMSMDSO-UHFFFAOYSA-N

物化性质

• 熔点：
  >350 °C
• 密度：
  2.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,7-dibromo-2,3-dihydrophthalazine-1,4-dione 在 lead(IV) acetate 作用下， 以 二氯甲烷 为溶剂， 25.0~450.0 ℃ 、1.33 Pa 条件下， 反应 6.0h， 生成 4,5-dibromobenzocyclobutene-1,2-dione
  参考文献：
  名称：

  Gould, Ken J.; Hacker, Nigel P.; McOmie, John F. W., Journal of the Chemical Society. Perkin transactions I, 1980, p. 1834 - 1840

  摘要：

  DOI：
• 作为产物：
  描述：

  4,5-二溴邻苯乙酸 在 一水合肼 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 96.0h， 以20%的产率得到6,7-dibromo-2,3-dihydrophthalazine-1,4-dione
  参考文献：
  名称：

  New in situ generated acylhydrazidate-coordinated complexes and acylhydrazide molecules: Synthesis, structural characterization and photoluminescence property

  摘要：

  By utilizing the hydrothermal in situ acylation of organic acids with N2H4, three acylhydrazidate-coordinated compounds [mn(L1)(2)(H2O)(2)] (L1 = 2,3-quinolinedicarboxylhydrazidate; HL1 = 2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione) 1, [Mn-2(ox)(L-2)(2)(H2O)(6)]center dot 2H(2)O (L2 = benzimidazolate-5,6-dicarboxylhydrazide; HL2 = 6,7-dihydro-1H-imidazo[4,5-g]phthalazine-5,8-dione; ox = oxalate) 2, and [Cd(HL3)(bpy)] (L3 = 4,5-di(3'-carboxylphenyl)phthalhydrazidate; H(3)L3 = 6,7-dihydro-1H-imidazo[4,5-g]phthalazine-5,8-dione; bpy = 2,2'-bipyridine) 3, as well as two acylhydrazide molecules L4 (L4 = oxepino[2,3,4-de:7,6,5-d'e']diphthalazine-4, 10(5H,9H)-dione) 4 and L5 (L5 = 4,5-dibromophthalhydrazide; L5 = 6,7-dibromo-2,3-dihydrophthalazine-1, 4-dione) 5 were obtained. X-ray single-crystal diffraction analysis reveals that (i) I only possesses a mononuclear structure, but it self-assembles into a 2-D supramolecular network via the N-hydrazine-H center dot center dot center dot N-hydrazine and Ow-H center dot center dot center dot O-hydroxylimino interactions; (ii) 2 exhibits a dinuclear structure. Ox acts as the linker, while L2 just serves as a terminal ligand; (iii) In 3,13 acts as a 3-connected node to propagate the 7-coordinated Cd2+ centers into a 1-D double-chain structure; (iv) 4 is a special acylhydrazide molecule. Two-OH groups for the intermediates 3,3'-biphthalhydrazide further lose one water molecule to form 4; (v) 5 is a common monoacylhydrazide molecule. Via the N-hydrazine-H center dot center dot center dot O-hydrazine, O-hydroxylimino-H center dot center dot center dot O-acylamino and the pi center dot center dot center dot pi interactions, it self-assembles into a 2-D supramolecular network. The photoluminescence analysis reveals that 4 emits light with the maxima at 510 nm. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2016.05.021

文献信息

• GOULD K. J.; HACKER N. P.; MCOMIE J. F. W.; PERRY D. H., J. CHEM. SOC. PERKIN TRANS., PART 1, 1980, NO 8, 1834-1840
  作者：GOULD K. J.、 HACKER N. P.、 MCOMIE J. F. W.、 PERRY D. H.

  DOI：——

  日期：——