1,8-bis(2,4,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)-octa-3,5-diyne | 305347-72-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,8-bis(2,4,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)-octa-3,5-diyne
• 英文别名: 2,3,5-Trimethyl-6-[8-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)octa-3,5-diynyl]cyclohexa-2,5-diene-1,4-dione；2,3,5-trimethyl-6-[8-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)octa-3,5-diynyl]cyclohexa-2,5-diene-1,4-dione
• CAS: 305347-72-2
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: RJOQFDMZVQPZFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(溴甲基)-2,5-二甲氧基-3,4,6-三甲基苯 在 ammonium cerium(IV) nitrate 、 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 乙二醇二甲醚 、 乙醚 、 水 、 乙腈 为溶剂， 反应 24.75h， 生成 1,8-bis(2,4,5-dimethyl-3,6-dioxocyclohexa-1,4-dienyl)-octa-3,5-diyne
  参考文献：
  名称：

  Synthesis, X-Ray Structure Analysis and Topochemical Photopolymerization of 2,5-Dimethoxyphenyl- and Quinone-substituted Octa-3,5-diynes

  摘要：

  The octa-3,5-diynes 3a-g have been synthesized. Subsequent oxidation of 3a-g gave the 1,8-quinone-substituted octa-3,5-diynes 4a-g. The molecular structures of the diynes alpha-3b, beta-3b, 3c, 3e, 3f and 4f have been determined by X-ray diffraction. UV-irradiation of diyne 3e afforded in a single crystal-to-single crystal transformation the highly-ordered polymer 5 under topochemical control. The transformation of 3c into polymer 5 was observed by X-ray diffraction analysis. Irradiation of 4d yielded the first quinone-substituted intensive-blue poly(but-1-en-3-ynylene) 5, which turned red after work up. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00500-7

文献信息

• Synthesis, X-Ray Structure Analysis and Topochemical Photopolymerization of 2,5-Dimethoxyphenyl- and Quinone-substituted Octa-3,5-diynes
  作者：Hermann Irngartinger、Markus Skipinski

  DOI：10.1016/s0040-4020(00)00500-7

  日期：2000.9

  The octa-3,5-diynes 3a-g have been synthesized. Subsequent oxidation of 3a-g gave the 1,8-quinone-substituted octa-3,5-diynes 4a-g. The molecular structures of the diynes alpha-3b, beta-3b, 3c, 3e, 3f and 4f have been determined by X-ray diffraction. UV-irradiation of diyne 3e afforded in a single crystal-to-single crystal transformation the highly-ordered polymer 5 under topochemical control. The transformation of 3c into polymer 5 was observed by X-ray diffraction analysis. Irradiation of 4d yielded the first quinone-substituted intensive-blue poly(but-1-en-3-ynylene) 5, which turned red after work up. (C) 2000 Elsevier Science Ltd. All rights reserved.