N-phenyl-2,3-di(thiophenyl)maleimide | 103056-33-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: N-phenyl-2,3-di(thiophenyl)maleimide
• 英文别名: N-phenyl-3,4-dithiophenolmaleimide；1-Phenyl-3,4-bis(phenylsulfanyl)pyrrole-2,5-dione
• CAS: 103056-33-3
• 化学式: C₂₂H₁₅NO₂S₂
• 分子量: 389.499
• InChiKey: ZNZJWQPMXLWQPG-UHFFFAOYSA-N

物化性质

• 沸点：
  517.4±50.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-bis(phenylsulfanyl)-2,5-dihydro-1H-pyrrole-2,5-dione 在 N-甲基吗啉 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 16.5h， 生成 N-phenyl-2,3-di(thiophenyl)maleimide
  参考文献：
  名称：

  A mild synthesis of N-functionalised bromomaleimides, thiomaleimides and bromopyridazinediones

  摘要：

  Bromomaleimides are useful building blocks in synthesis and powerful reagents for the selective chemical modification of proteins. A mild new synthesis of these reagents is described, along with the convenient transferability of the approach to dithiomaleimides and bromopyridazinediones. (c) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.088

文献信息

• ——
  作者：Satish G. Bodige、Miguel A. Méndez-Rojas、William H. Watson

  DOI：10.1023/a:1009571214760

  日期：——

  The crystal structures of 2-chloro-N-phenyl-triphenylphosphoranaminomaleimide 1, N-phenyl-di (triphenylphosphoranamino)maleimide 2a, a nitromethane solvate 2b, N-phenyl-2,3-dithiomaleimide 3, and N-phenyl-2,3-di(thiophenyl)maleimide have been determined. 1 crystallizes in space group P-1 with cell dimensions a = 10.432(6), b = 14.661(5), c = 9.376(4) Angstrom, alpha = 93.13(4), beta = 92.09(5), and gamma = 79.08(4)degrees, 2a crystallizes in space group P2(1)/c with cell dimensions a = 11.272(2), b = 28.910(7), c = 12.702(2) Angstrom, and beta = 115.31(2)degrees, 2b crystallizes in space group P-1 with cell dimensions a = 13.140(2), b = 13.796(3), c = 11.755(3) Angstrom, alpha = 99.62(2), beta = 100.23(2), and gamma = 102.74(2)degrees 3 crystallizes in space group C2/c with cell dimensions a = 42.926(5), b = 5.757(6), c = 8.259(3) Angstrom, and beta = 99.71(3)degrees, and 4 crystallizes in space group C2/c with cell dimensions a = 20.055(4), b = 10.370(6), c = 18.690(7) Angstrom, and beta = 100.32(2)degrees Vicinal diazides of five-membered rings undergo the normal Staudinger reaction to form triphenylphosphoranamino derivatives. Compounds 1 and 2 fluoresce strongly, but nitromethane quenches the fluorescence of 2.