1,4-difluoro-2,3,5,6-tetramethylbenzene | 10585-06-5

• 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: 1,4-difluoro-2,3,5,6-tetramethylbenzene
• 英文别名: Difluorodurene；Difluor-tetramethyl-benzol；3,6-Difluoroduren
• CAS: 10585-06-5
• 化学式: C₁₀H₁₂F₂
• 分子量: 170.202
• InChiKey: DWONGJPNXIQCRN-UHFFFAOYSA-N

物化性质

• 熔点：
  59-61 °C
• 沸点：
  206.7±35.0 °C(Predicted)
• 密度：
  1.044±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-difluoro-2,3,5,6-tetramethylbenzene 在 硝酸 、 氢氧化钾 、 potassium permanganate 作用下， 150.0 ℃ 、303.97 kPa 条件下， 反应 12.0h， 以57%的产率得到difluoropyromellitic acid
  参考文献：
  名称：

  Dmowski, Wojciech; Piasecka-Maciejewska, Krystyna, Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 194 - 197

  摘要：

  DOI：
• 作为产物：
  描述：

  p-Fluorodurenediazonium tetrafluoroborate 以 正己烷 为溶剂， 反应 1.0h， 以84%的产率得到1,4-difluoro-2,3,5,6-tetramethylbenzene
  参考文献：
  名称：

  Dmowski, Wojciech; Piasecka-Maciejewska, Krystyna, Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 194 - 197

  摘要：

  DOI：

文献信息

• Remarkable Effect of Water on Functionalization of the Phenyl Ring in Methyl-Substituted Benzene Derivatives with F-TEDA-BF₄
  作者：Petra Kralj、Marko Zupan、Stojan Stavber

  DOI：10.1021/jo060213s

  日期：2006.5.1

  reagents reacted with hexamethylbenzene (1) forming side chain substituted alkoxides or esters in protic solvents, Ritter type side chain functionalization was observed in acetonitrile in the presence of trifluoroacetic acid, while in aqueous acetonitrile solution phenyl ring transformation took place, starting with ipso attack of water and further rearrangement of the methyl group as the main process. Rearranged

  各种NF试剂与六甲基苯（1）在质子溶剂中反应形成侧链取代的醇盐或酯，在三氟乙酸存在下在乙腈中观察到Ritter型侧链官能化，而在乙腈水溶液中发生苯环转化，开始以ipso攻击水和进一步重新排列甲基为主要过程。重排的2,3,4,5,6,6-六甲基环己-2,4-二烯酮（7）被转化为5-氟-2,3,5,6,6-五甲基-4-亚甲基环己基-2-en- 1-酮（8）或5-羟基-2,3,5,6,6-五甲基-4-亚甲基环己基-2-烯-1-酮（9）。1,2,3,4,5,6-六甲基双环[2.2.0] hexa-2,5-二烯与F-TEDA-BF 4反应在水的存在下，以高收率形成7。Durene（12）对水的ipso攻击行为与1类似，但另一方面1,2,3,4-四甲基苯具有不同的区域选择性，并形成2,3,4,5-四甲基苯酚，进一步转化为4-氟- 2,3,4,5-四甲基环己-2,5-二烯酮。遵守二阶速率方程v = d [NF]
• Fluorination of aromatic compounds with N-fluorobenzenesulfonimide under solvent-free conditions
  作者：R. V. Andreev、G. I. Borodkin、V. G. Shubin

  DOI：10.1134/s107042800910008x

  日期：2009.10

  Reactions of N-fluorobenzenesulfonimide with methylbenzenes, phenols, and phenol ethers were studied under solvent-free conditions. The rate constant ratio for the reactions with mesitylene and durene indicates polar mechanism of the process. Solvent-free fluorination of aromatic compounds with N-fluorobenzenesulfonimide in some cases is more selective than reactions with other N-F reagents in a solvent.
• Effect of catalyst on the fluorination of methyl-substituted benzenes with xenon difluoride
  作者：Stojan Stavber、Marko Zupan

  DOI：10.1021/jo00161a017

  日期：1983.7
• DIHYDROOROTATE DEHYDROGENASE INHIBITORS
  申请人：Merck Serono S.A.

  公开号：EP2414328B1

  公开（公告）日：2021-05-26
• POLYMIDE BLEND NANOFIBER AND ITS USE IN BATTERY SEPARATOR
  申请人：Hou Haoqing

  公开号：US20130164629A1

  公开（公告）日：2013-06-27

  A polyimide blend nanofiber and its use in battery separator are disclosed. The polyimide blend nanofiber is made of two kinds of polyimide precursors by high pressure electrostatic spinning and then high temperature imidization processing, wherein one of the polyimide precursor does not melt under high temperature ,and the other is meltable at a temperature of 300-400° C. The polyimide blend nanofiber of present invention has high temperature-resistance, high chemical stability, high porosity, good mechanical strength and good permeability, and can be applied as battery separator.