1,3-dibromo-4,6-dicyano-2,5-dimethylbenzene | 499154-29-9

• 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: 1,3-dibromo-4,6-dicyano-2,5-dimethylbenzene
• 英文别名: 2,6-dicyano-3,5-dibromo-p-xylene；4,6-Dibromo-2,5-dimethylbenzene-1,3-dicarbonitrile
• CAS: 499154-29-9
• 化学式: C₁₀H₆Br₂N₂
• 分子量: 313.979
• InChiKey: RSMUUZCNVGXVGI-UHFFFAOYSA-N

物化性质

• 沸点：
  395.4±42.0 °C(Predicted)
• 密度：
  1.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-dibromo-4,6-dicyano-2,5-dimethylbenzene 在 二异丁基氢化铝 、 盐酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.5h， 以85%的产率得到4,6-Dibromo-2,5-dimethylbenzene-1,3-dicarbaldehyde
  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
• 作为产物：
  描述：

  3,5-二氰基甲基甲苯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 三氟乙酸 为溶剂， 生成 1,3-dibromo-4,6-dicyano-2,5-dimethylbenzene
  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

• 전자 소자용 물질
  申请人：MERCK PATENT GMBH 메르크 파텐트 게엠베하(519980656531)

  公开号：KR20150132872A

  公开（公告）日：2015-11-26

  본 출원은 카르바졸 유도체 및 브릿지된 아민으로부터 선택되는 기 및 전자-끄는 기로 치환되고, 상기 2 개의 기가 서로 오르토 위치에 있는, 벤젠기를 갖는 화학식 (I) 의 화합물에 관한 것이다. 본 출원은 나아가 전자 소자에서의 화학식 (I) 의 화합물의 용도, 및 화학식 (I) 의 화합물의 제조 방법에 관한 것이다.

  本申请涉及从卡巴졸诱导体和桥联胺中选择的基和电-基置换，并且所述两个基位于对位的苯基化合物的化学式（I）。此外，本申请还涉及化学式（I）化合物在电子器件中的用途，以及化学式（I）化合物的制备方法。
• MATERIALS FOR ELECTRONIC DEVICES
  申请人：MERCK PATENT GMBH

  公开号：US20160072076A1

  公开（公告）日：2016-03-10

  The present application relates to a compound of a formula (I) which comprises a benzene group that is substituted with a group selected from carbazole derivatives and bridged amines and with an electron attracting group, wherein the two groups are located in the ortho-position in relation to one another. The present application further relates to the use of the compound of the formula (I) in an electronic device, and to a method of producing the compound of the formula (I).

  本申请涉及一种化合物，其化学式为(I)，包括一个苯基，该苯基被取代为由咔唑衍生物和桥式胺组成的基团和一个吸电子基团，其中这两个基团位于相对的邻位。本申请还涉及在电子器件中使用化合物(I)的方法，以及制备化合物(I)的方法。
• MATERIALIEN FÜR ELEKTRONISCHE VORRICHTUNGEN
  申请人：Merck Patent GmbH

  公开号：EP2976329B1

  公开（公告）日：2018-06-27
• 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.