2,5-dibromo-N,N-dimethylaniline | 60573-63-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,5-dibromo-N,N-dimethylaniline
• 英文别名: N,N-dimethyl-2,5-dibromoaniline；2,5-dibromo-N,N-dimethyl-aniline；2,5-Dibrom-N,N-dimethyl-anilin；2.5-Dibrom-N.N-dimethylanilin
• CAS: 60573-63-9
• 化学式: C₈H₉Br₂N
• 分子量: 278.974
• InChiKey: ULXVEUKTIACPBM-UHFFFAOYSA-N

物化性质

• 沸点：
  134-137 °C(Press: 10 Torr)
• 密度：
  1.745±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-dibromo-N,N-dimethylaniline 在 ammonium hydroxide 、 四(三苯基膦)钯 、 三乙胺 、 silver(l) oxide 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.0h， 生成 (2,5-dimethoxy-1,4-phenylene)bis[2,1-ethynediyl[2-(dimethylamino)-4,1-phenylene]-2-propyne-3,1-diyl]-bis-β-D-glucopyranoside
  参考文献：
  名称：

  Glucose-functionalized amino-OPEs as biocompatible photosensitizers in PDT

  摘要：

  Photodynamic therapy (PDT) is a minimally invasive procedure that can provide a selective eradication of neoplastic diseases by the combined effect of a photosensitizer, light and oxygen. New amino oligo(phenylene-ethynylene)s (OPEs), bearing hydrophilic glucoside terminations, have been prepared, characterized and tested as photosensitizers in PDT. The effectiveness of these compounds in combination with UVA light has been checked on two tumor cell lines (HEp-2 and HeLa cells, derived from a larynx carcinoma and a cervical carcinoma, respectively). The compounds triggered a mitotic blockage that led to the cell death, being the effect active up to 3 mu m concentration. The photophysical properties of OPEs, such as high quantum yield, stability, singlet oxygen production, biocompatibility, easy cell internalization and very good response even at low concentration, make them promising photosensitizers in the application of PDT. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.01.041
• 作为产物：
  描述：

  2,5-二溴苯胺 、 碘甲烷 在 potassium carbonate 作用下， 反应 48.0h， 以97%的产率得到2,5-dibromo-N,N-dimethylaniline
  参考文献：
  名称：

  Oligo(phenylene ethynylene) Glucosides: Modulation of Cellular Uptake Capacity Preserving Light ON

  摘要：

  A new family of oligo(phenylene ethynylene) (OPE) glucosides has been prepared and characterized. Our results demonstrate that fine-tuning of their photophysical properties can be obtained by acting on the electronics of the core and molecular skeleton. Modulation of the hydrophobic chain length and substituents on the central moieties influences the bioaffinity too. In particular, introducing a NMe2 group on the aromatic central core affords a highly efficient biocompatible fluorescent probe that can be taken up in cytoplasmic vesicles of HEp-2 cells (cells from epidermoid carcinoma larynx tissue). The photophysical behavior, high quantum yield, and stability open the way to the use of the OPE family as stains for cellular imaging analysis by fluorescence microscopy.

  DOI：

  10.1021/jo500661u

文献信息

• Presence and Absence of Excited State Intramolecular Charge Transfer with the Six Isomers of Dicyano-<i>N</i>,<i>N</i>-dimethylaniline and Dicyano-(<i>N</i>-methyl-<i>N</i>-isopropyl)aniline
  作者：Victor A. Galievsky、Sergey I. Druzhinin、Attila Demeter、Sergey A. Kovalenko、Tamara Senyushkina、Peter Mayer、Klaas A. Zachariasse

  DOI：10.1021/jp2045614

  日期：2011.10.13

  occurs with 25DCMIA, notwithstanding its large ΔE(S1,S2), is due to the substantial amino twist angle θ = 42.6°, which leads to partial electronic decoupling of the D and A subgroups. The dipole moments μe(ICT) range between 18 D for 34DCMIA and 12 D for 25DCMIA, larger than the corresponding μe(LE) of 16 and 11 D. The difference between μe(ICT) and μe(LE) is smaller than with DMABN (17 and 10 D) because

  讨论了六个m，n-二氰基-N，N-二甲基苯胺（mnDCDMA）和m，n-二氰基-（N-甲基-N-异丙基）苯胺（mnDCMIA）的激发态行为与溶剂极性和温度。这些电子供体（D）/受体（A）分子中的二氰基部分具有比4-（二甲基氨基）苄腈（DMABN）中的苄腈亚基大得多的电子亲和力。但是，n中的mnDCDMA和mnDCMIAs的荧光光谱己烷均由源自局部激发（LE）状态的单个发射组成，这表明LE不会发生分子内电荷转移（ICT）状态的反应。通过使用二氰基苯亚基的还原电势和氨基取代基三甲胺（N（Me）3）和异丙基二甲基胺（iPrNMe 2）的氧化电势获得的计算出的能量E（ICT）低于E（LE）。因此，没有LE→ICT反应就可以清楚地表明，二氰基苯胺中的D和A单元没有电子解耦。在极性溶剂乙腈（MeCN）中，发现24DCDMA和34DCDMA以及24DCMIA，25DCMIA和34DCMIA产生双重（LE
• Blend of polyarylene sulfide and wholly aromatic polyester
  申请人：CELANESE CORPORATION

  公开号：EP0044184A2

  公开（公告）日：1982-01-20

  A polymer blend which is capable of exhibiting an anisotropic melt phase, improved processability characteristics and the ability to form molded articles having satisfactory mechanical properties is provided. The polymer blend comprises approximately 5 to approximately 95 percent by weight, based upon the total weight of the blend, of a polyarylene sulfide and approximately 5 to approximately 95 percent by weight, based upon the total weight of the blend, of a melt processable wholly aromatic polyester which is capable of forming an anisotropic melt phase apart from the blend. Blend compositions containing high concentrations of wholly aromatic polyester (i.e., at least 60 percent by weight wholly aromatic polyester) can be used to form fibers and films.

  本发明提供了一种聚合物混合物，该混合物能够显示出各向异性熔融相、改进的加工特性以及形成具有令人满意的机械特性的模塑制品的能力。该聚合物混合物包括按混合物总重量计算的约 5%至约 95%（重量百分比）的聚芳基硫醚和按混合物总重量计算的约 5%至约 95%（重量百分比）的可熔融加工的全芳香族聚酯，该聚酯能够在混合物之外形成各向异性熔融相。含有高浓度全芳香族聚酯（即至少 60% 的全芳香族聚酯重量比）的混合物组合物可用来形成纤维和薄膜。
• Selective halogen-lithium exchange in 2,5-dibromobenzenes and 2,5-dibromopyridine
  作者：William E. Parham、Robert M. Piccirilli

  DOI：10.1021/jo00422a019

  日期：1977.1
• Vorlaender; Siebert, Chemische Berichte, 1919, vol. 52, p. 285
  作者：Vorlaender、Siebert

  DOI：——

  日期：——
• US3956060A
  申请人：——

  公开号：US3956060A

  公开（公告）日：1976-05-11