1,4-dibromo-2,3,5,6-tetramethoxybenzene | 27130-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-dibromo-2,3,5,6-tetramethoxybenzene
• 英文别名: 1,4-dibromo-2,3,5,6-tetramethoxy-benzene；1,4-Dibrom-2,3,5,6-tetramethoxy-benzol；1,4-Dibromo-2,3,5,6-tetramethoxybenzol；1.4-Dibrom-2.3.5.6-tetramethoxy-benzol
• CAS: 27130-22-9
• 化学式: C₁₀H₁₂Br₂O₄
• 分子量: 356.011
• InChiKey: BKQYHSGGBCDPJE-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C
• 沸点：
  335.6±37.0 °C(Predicted)
• 密度：
  1.634±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-dibromo-2,3,5,6-tetramethoxybenzene 在 bis-triphenylphosphine-palladium(II) chloride 、 三溴化硼 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 4.0h， 生成 4,8-di([1,1'-biphenyl]-4-yl)-2,6-bis(2-(hexyloxy)phenyl)benzo[1,2-d:4,5-d']bis([1,3,2]dioxaborole)
  参考文献：
  名称：

  Synthesis of cyclic compounds consisting of face-to-face p-oligophenyls

  摘要：

  Facile synthesis of xanthene-based pi-stacked compounds consisting of face-to-face p-oligophenyls has been described. Just by mixing xanthene-4,5-diboronic acid and p-oligophenyls containing a benzenetetraol unit yielded cyclic compounds selectively due to the reversibility of the boronate esterification. In the ground state, weak pi-pi interactions between two p-oligophenyl moieties were observed, whereas their pi-pi interactions were clearly shown in the excited state. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.093
• 作为产物：
  描述：

  四溴对苯醌 在 甲醇 、 氢氧化钾 、 aluminium amalgam 作用下， 生成 1,4-dibromo-2,3,5,6-tetramethoxybenzene
  参考文献：
  名称：

  Marini-Bettolo; Trucco, Gazzetta Chimica Italiana, 1943, vol. 73, p. 300,304

  摘要：

  DOI：

文献信息

• Thiele acetylation of quinones. Part III. p-Benzoquinones with bromo- and methoxy-substituents
  作者：J. M. Blatchly、R. J. S. Green、J. F. W. McOmie、J. B. Searle

  DOI：10.1039/j39690001353

  日期：——

  The three monobromo-monomethoxy-p-benzoquinones have been prepared; they all undergo Thiele acetylation. The entering acetoxy-group is found ortho or para to the bromine atom in each of the triacetates, and never ortho to the methoxy-group.

  已经制备了三种单溴-单甲氧基-对苯醌。它们都经历Thiele乙酰化。进入的乙酰氧基基团在每个三乙酸酯中都位于溴原子的邻位或对位，而不是在甲氧基基团的邻位。
• Keegstra, Erik M. D.; Huisman, Bart-Hendrik; Paardekooper, Elizabeth M., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1996, vol. 2, p. 229 - 240
  作者：Keegstra, Erik M. D.、Huisman, Bart-Hendrik、Paardekooper, Elizabeth M.、Hoogesteger, Frans J.、Zwikker, Jan W.、Jenneskens, Leonardus W.、Kooijman, Huub、Schouten, Arie、Veldman, Nora、Spek, Anthony L.

  DOI：——

  日期：——
• Tuning the Hydrophobicity of Zinc Dipyridyl Paddlewheel Metal–Organic Frameworks for Selective Sorption
  作者：Mitchell H. Weston、Amelia A. Delaquil、Amy A. Sarjeant、Omar K. Farha、Joseph T. Hupp、SonBinh T. Nguyen

  DOI：10.1021/cg400342m

  日期：2013.7.3

  A series of isostructural noncatenated, water stable zinc based dipyridyl pillared-paddlewheel metal-organic frameworks (MOFs) was synthesized with tunable pore hydrophobicity. Pore hydrophobicity was engendered through dipyridyl ligands decorated with alkyl chains of varying length (methyl to hexyl). The most hydrophobic MOFs exhibited selective sorption of ethanol over water.
• Synthesis of cyclic compounds consisting of face-to-face p-oligophenyls
  作者：Yasuhiro Morisaki、Yuichi Tsuji、Yoshiki Chujo

  DOI：10.1016/j.tetlet.2014.01.093

  日期：2014.2

  Facile synthesis of xanthene-based pi-stacked compounds consisting of face-to-face p-oligophenyls has been described. Just by mixing xanthene-4,5-diboronic acid and p-oligophenyls containing a benzenetetraol unit yielded cyclic compounds selectively due to the reversibility of the boronate esterification. In the ground state, weak pi-pi interactions between two p-oligophenyl moieties were observed, whereas their pi-pi interactions were clearly shown in the excited state. (c) 2014 Elsevier Ltd. All rights reserved.
• Marini-Bettolo; Trucco, Gazzetta Chimica Italiana, 1943, vol. 73, p. 300,304
  作者：Marini-Bettolo、Trucco

  DOI：——

  日期：——