4,9-Diphenyl-2,7-dimethyl-1,6-dioxapyrene | 135900-97-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 4,9-Diphenyl-2,7-dimethyl-1,6-dioxapyrene
• 英文别名: 3,10-Dimethyl-7,14-diphenyl-5,12-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),6,8,10,13-heptaene
• CAS: 135900-97-9
• 化学式: C₂₈H₂₀O₂
• 分子量: 388.466
• InChiKey: NPAYABLAWSHVSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,5-二羟基萘 在 palladium on activated charcoal 甲醇 、 甲烷磺酸 、 氢气 、 potassium carbonate 、 三乙胺 、 乙酰氯 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.75h， 生成 4,9-Diphenyl-2,7-dimethyl-1,6-dioxapyrene
  参考文献：
  名称：

  Synthesis and properties of substituted 1,6-dioxapyrene donors

  摘要：

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.

  DOI：

  10.1021/jo00025a020

文献信息

• CHRISTENSEN, J. B.;LARSEN, J.;JOHANNSEN, I.;BECHGAARD, K., SYNTH. METALS, 42,(1991) N, C. 2311-2313
  作者：CHRISTENSEN, J. B.、LARSEN, J.、JOHANNSEN, I.、BECHGAARD, K.

  DOI：——

  日期：——
• HETEROPYRENE-BASED SEMICONDUCTOR MATERIALS FOR ELECTRONIC DEVICES AND METHODS OF MAKING THE SAME
  申请人：Shukla Deepak

  公开号：US20090001353A1

  公开（公告）日：2009-01-01

  A thin layer of organic semiconductor material comprising a comprising an organic semiconductor thin film material is disclosed in which the thin film material substantially comprises a heteropyrene compound or derivative. In one embodiment, a thin film transistor comprises a layer of the organic semiconductor material. Further disclosed is a process for fabricating an organic thin-film transistor device, preferably by relative low-temperature sublimation or solution-phase deposition onto a substrate.
• Synthesis and properties of substituted 1,6-dioxapyrene donors
  作者：J. B. Christensen、I. Johannsen、K. Bechgaard

  DOI：10.1021/jo00025a020

  日期：1991.12

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.