1,2-dibromo-4,5-dihexylbenzene | 148639-28-5

• 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: 1,2-dibromo-4,5-dihexylbenzene
• 英文别名: Benzene, 1,2-dibromo-4,5-dihexyl-
• CAS: 148639-28-5
• 化学式: C₁₈H₂₈Br₂
• 分子量: 404.228
• InChiKey: VGRFTVQEYAEIPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-dibromo-4,5-dihexylbenzene 在 palladium on activated charcoal 、 (PPh₃)4PdCl₂ copper(l) iodide 、 氢气 、 碘 、 三乙胺 、 三氟乙酸 、 sodium iodide 、 mercury(II) oxide 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 25.0~80.0 ℃ 、300.0 kPa 条件下， 反应 102.0h， 生成 1,2-dicyano-3,4,5,6-tetrahexylbenzene
  参考文献：
  名称：

  Synthesis of Hexadecaalkyl-Substituted Metal Phthalocyanines

  摘要：

  DOI：

  10.1055/s-1998-2218
• 作为产物：
  描述：

  邻二氯苯 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 溴 、 碘 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 1,2-dibromo-4,5-dihexylbenzene
  参考文献：
  名称：

  Synthesis and optical reactivity of 6,13-α-diketoprecursors of 2,3,9,10-tetraalkylpentacenes in solution, films and crystals

  摘要：

  在2,3,9,10-位置具有烷基链的四烷基戊苯（Et-PEN、Pr-PEN和Hex-PEN）分别从它们的先驱物Et-PDK、Pr-PDK和Hex-PDK制备而成。光反应在溶液、薄膜和晶体中进行，因此尽管戊苯在溶液中不稳定，也可以研究Et-PDK在薄膜中的性质。Et-PEN与母体戊苯相比，表现出显著不同的聚集性质。通过空间电荷限制电流测量，Et-PEN和Pr-PEN在薄膜中的空穴迁移率分别为3.4 × 10⁻6和8.1 × 10⁻7 cm² V⁻¹ s⁻¹，与Alq3的电子迁移率在10⁻6 cm² V⁻¹ s⁻¹数量级相当。

  DOI：

  10.1039/c3tc31824a

文献信息

• New diformyldihydroxyaromatic precursors for luminescent Schiff base macrocycles: Synthesis, characterization, and condensation studies
  作者：Britta N Boden、Amir Abdolmaleki、Cecily T.-Z Ma、Mark J MacLachlan

  DOI：10.1139/v07-136

  日期：2008.1.1

  With the goal of preparing luminescent, fully conjugated Schiff base macrocycles, a series of precursors based on benzene, phenanthrene, and triphenylene with formylhydroxy functionalization have been prepared and characterized. The condensation of these compounds with substituted phenylenediamines to afford conjugated [2+2] or [3+3] Schiff base macrocycle has been investigated. Although the [3+3] Schiff base macrocycles could not be isolated, two new soluble and luminescent [2+2] Schiff base macrocycles with N₂O₂ binding pockets have been prepared and characterized.Key words: Schiff base, macrocycle, condensation, salicylaldehyde, conjugated.

  为了制备发光的全共轭席夫碱大环，我们制备了一系列基于苯、菲和三亚苯的甲酰羟基官能团前体，并对其进行了表征。研究人员研究了这些化合物与取代的苯二胺缩合生成共轭 [2+2] 或 [3+3] 席夫碱大环的过程。虽然未能分离出[3+3] 希夫碱大环，但制备出了两种新的可溶性发光[2+2] 希夫碱大环，并对其进行了表征：希夫碱 大环 缩合 水杨醛 共轭
• Synthesis of Soluble Octasubstituted Phthalocyaninatoplatinum and -palladium Complexes
  作者：M. Hanack、P. Haisch、H. Lehmann、L. R. Subramanian

  DOI：10.1055/s-1993-25869

  日期：——

  The octasubstituted phthalocyaninatoplatinum and -palladium compounds 7a-d soluble in common organic solvents were synthesized from the corresponding substituted 1,2-dicyanobenzenes 5a-c via the 1,3-diimino-1,3-dihydroisoindoles 6a-c according to pathways A, B, and C.

  八取代酞菁铂和钯化合物7a-d，从相应的取代1,2-二氰苯5a-c通过途径A、B和C，经由1,3-二亚氨基-1,3-二氢异吲哚6a-c合成，这些化合物可溶于常见的有机溶剂。
• Meier, Herbert; Rose, Bernd, Journal fur Praktische Chemie - Chemiker-Zeitung, 1998, vol. 340, # 6, p. 536 - 543
  作者：Meier, Herbert、Rose, Bernd

  DOI：——

  日期：——
• Highly substituted Schiff base macrocycles via hexasubstituted benzene: a convenient double Duff formylation of catechol derivatives
  作者：Kevin E. Shopsowitz、David Edwards、Amanda J. Gallant、Mark J. MacLachlan

  DOI：10.1016/j.tet.2009.07.094

  日期：2009.9

  The synthesis of soluble, shape-persistent macrocycles is important for developing new materials. Double Duff formylation of 4,5-dialkylcatechol derivatives yields 3,6-diformyl-4,5-dialkylcatechols in moderate yields. These hexasubstituted aromatics are useful precursors to highly substituted Schiff base macrocycles. We illustrate convenient routes to these compounds as well as structural studies of two new macrocycles with alkyl substituents. (C) 2009 Elsevier Ltd. All rights reserved.
• Molecular ladders constituted of laterally-fused 1,4-cyclohexadiene subunits. Open-chain models of the [n]beltenes.
  作者：Ron J. Graham、Leo A. Paquette

  DOI：10.1021/jo00123a009

  日期：1995.9

  A practical synthesis of 2,3,6,7-tetramethylene-1,4,5,8-tetrahydronaphthalene (11) has opened up several avenues for the elaboration of molecules consisting largely or exclusively of 1,2:4,5-fused 1,4-cyclohexadiene subunits. Diels-Alder addition of dienophiles to both 1,3-diene segments of this reactive hydrocarbon leads directly to 1,4,5,6,7,10,11,12-octahydrotetracene and substituted derivatives of this polyolefin. A route to the hexacene homolog is available by twofold [4 + 2] cycloaddition of a benzyne followed by Birch reduction. For reasons of solubility, the benzyne should carry alkyl groups in its 4- and 5-positions. Finally, a two-step cyclohomologation scheme is described that allows for the systematic controlled extension of the structural features present in 11 to its tetra- and hexacyclic congeners. The insolubility of the latter hydrocarbon limits its further exploitation in synthesis.