2,5-dibromo-3,6-dimethyl terephthalaldehyde | 499154-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,5-dibromo-3,6-dimethyl terephthalaldehyde
• 英文别名: 2,5-dibromo-3,6-dimethylterephthalaldehyde
• CAS: 499154-45-9
• 化学式: C₁₀H₈Br₂O₂
• 分子量: 319.98
• InChiKey: UVLHRQQTAPLCAU-UHFFFAOYSA-N

物化性质

• 沸点：
  383.3±42.0 °C(Predicted)
• 密度：
  1.800±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-dibromo-3,6-dimethyl terephthalaldehyde 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.5h， 生成 [2,5-dibromo-3,6-dimethyl-4-(pyridine-4-carbonyl)phenyl]-pyridin-4-ylmethanone
  参考文献：
  名称：

  一种热激活延迟荧光发光材料及其应用

  摘要：

  本发明属于有机电致发光材料领域，具体涉及一种新型热激活延迟荧光发光材料及其应用，该材料其特征在于，包括具有式(1)所示的结构，其中，R1、R2分别独立选自氢原子、C3～C30的取代或者非取代的咔唑基团、C3～C30取代或者非取代的芳胺基团、C3～C30取代或者非取代的吩噻嗪基团、C3～C30取代或者非取代的吩噁嗪基团、C3～C30取代或者非取代的吩嗪基团、C3～C30取代或者非取代的吖啶基团中的任意一种，R1、R2不同时为氢；R3选自氢或者C1～C10的脂肪族直链或者支链烷烃中的任意一种，本发明提供的该材料性质稳定，具良好的发光性能，作为发光材料，应用于有机电致发光器件中。

  公开号：

  CN106946850B
• 作为产物：
  描述：

  1,2,4,5-四甲苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 过氧化苯甲酰 1,3-二溴-5,5-二甲基海因 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 25.0h， 生成 2,5-dibromo-3,6-dimethyl terephthalaldehyde
  参考文献：
  名称：

  Solid-State Diphotocyclization of Iso- and Terephthalaldehydes via Dihalogen Substitution

  摘要：

  The supramolecular nonbonded C-H...X interactions between formyl hydrogens and ortho-halogen atoms (Br/Cl) have been exploited to achieve conformational control in the solid state of dimethyl-substituted iso- and terephthaladehydes (1-3) for unprecedented diphotocyclization. It is shown that the dihalogen substitution also contributes to the stability of the benzocyclobutenols relative to their precursor photoenols, so that the solid-state photolysis of dialdehydes 2b, 2c, and 3b leads to diphotocyclization to afford respectable yields of bis-benzocyclobutenols.

  DOI：

  10.1021/jo026055w

文献信息

• NITROGEN-CONTAINING FUSED RING COMPOUND, NITROGEN-CONTAINING FUSED RING POLYMER, ORGANIC THIN FILM, AND ORGANIC THIN FILM ELEMENT
  申请人：Ie Yutaka

  公开号：US20130041123A1

  公开（公告）日：2013-02-14

  Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).

  含氮融合环化合物，其至少具有从由式(1-1)表示的结构单元和由式(1-2)表示的结构单元组成的群体中选择的一个结构单元。
• Photoinduced C−Br Homolysis of 2-Bromobenzophenones and Pschorr Ring Closure of 2-Aroylaryl Radicals to Fluorenones
  作者：Jarugu Narasimha Moorthy、Subhas Samanta

  DOI：10.1021/jo7017872

  日期：2007.12.1

  [Graphics]A variety of diversely substituted 2-aroylaryl radicals, generated by photoinduced homolysis of 2-bromoarylketones, is shown to undergo Pschorr cyclization to yield fluorenones in moderate to excellent yields. The photochemical results illustrate that the substituents in the two phenyl rings of the 2-bromobenzophenone skeleton exert a dramatic influence on the reactivity of the derived 2-aroylaryl radicals. The disubstitution by methoxy groups in the radical ring renders the aryl sigma-radical highly electrophilic and unreactive for hydrogen abstraction and cyclization. On the other hand, the substituents in the non-radical ring that strongly stabilize the hydrofluorenyl pi-radical, formed subsequent to the attack of the 2-aroylaryl radical on the non-radical ring, promote cyclization to furnish fluorenones in excellent isolated yields.
• Self-Assembly of Conformationally Rigid Dialcohols (Bis-Benzocyclobutenols): Supramolecular Cyclophanes and Arrays
  作者：Alankriti Bajpai、Parthasarathy Venkatakrishnan、Susovan Mandal、Subhas Samanta、Paloth Venugopalan、Jarugu Narasimha Moorthy

  DOI：10.1021/cg400791a

  日期：2013.11.6

  Bis-benzocyclobutenols are synthetically important intermediates, and their structures have been established for the first time. These unique molecular systems allow investigation of the hydrogen bond-mediated aggregation of diols with rigid disposition of the hydroxyl groups on both sides of a flat arene core, namely bis-benzocyclobutene. The syn-diols la and 2a were found to assemble via O-H center dot center dot center dot O hydrogen bonds between the hydroxyl groups into dimers, which may be termed "supramolecular cyclophanes". However, the analogous diols that are sterically encumbered by ethyl and phenyl groups were found to aggregate via adoption of tetrameric (syn-2c) or water-expanded dimeric (syn-2b) supramolecular synthons. The sterically un-hindered anti diols were found to self-assemble via helical supramolecular synthon in contrast to the sterically encumbered ones; the latter were found to display preference to undergo cyclic tetrameric aggregation. The results thus point to intriguing possibilities in the adoption of supramolecular synthons when a given diol is constrained by the obligation to exploit two or more functional groups of the same kind.
• US8859717B2
  申请人：——

  公开号：US8859717B2

  公开（公告）日：2014-10-14
• Solid-State Diphotocyclization of Iso- and Terephthalaldehydes via Dihalogen Substitution
  作者：J. Narasimha Moorthy、P. Venkatakrishnan、Prasenjit Mal、P. Venugopalan

  DOI：10.1021/jo026055w

  日期：2003.1.1

  The supramolecular nonbonded C-H...X interactions between formyl hydrogens and ortho-halogen atoms (Br/Cl) have been exploited to achieve conformational control in the solid state of dimethyl-substituted iso- and terephthaladehydes (1-3) for unprecedented diphotocyclization. It is shown that the dihalogen substitution also contributes to the stability of the benzocyclobutenols relative to their precursor photoenols, so that the solid-state photolysis of dialdehydes 2b, 2c, and 3b leads to diphotocyclization to afford respectable yields of bis-benzocyclobutenols.