4,5-二甲基环己-1,4-二烯-1,2-二羧酸 | 91061-82-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 4,5-二甲基环己-1,4-二烯-1,2-二羧酸
• 英文名称: 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylic acid
• 英文别名: 4,5-dimethyl-cyclohexa-1,4-diene-1,2-dicarboxylic acid；4,5-Dimethyl-cyclohexa-1,4-dien-1,2-dicarbonsaeure；4,5-Dimethyl-3,6-dihydro-phthalsaeure
• CAS: 91061-82-4
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: CXHFKXRCTVOEJB-UHFFFAOYSA-N

物化性质

• 沸点：
  366.2±42.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-二甲基环己-1,4-二烯-1,2-二羧酸 在 lithium aluminium tetrahydride 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.33h， 生成 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and Effects on Fungal Polyamine Metabolism of Novel Cyclic Diamines

  摘要：

  A number of novel, cyclic diamines were synthesized and examined for fungicidal activity as part of a continuing program of work on polyamine analogues. The novel synthetic cyclic diamines trans-1,2-bis(diethylaminomethyl)cyclopentane (compound 1) and trants-5,6-bis(aminomethyl)bicyclo[2.2.1]-hept-2-ene (compound 2) and the synthetic cyclic diamine 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene (compound 3) controlled the important crop pathogen Erysiphe graminis DC f.sp. hordei Marchal. Since E. graminis cannot be cultured in vitro, the effects of the three diamines on polyamine biosynthesis were studied using the fungal pathogen Pyrenophora avenae Ito & Kuribay. All three compounds were effective in reducing the growth of P. avenae in vitro and in altering polyamine levels. However, whereas compound 1 reduced concentrations of all three polyamines, compound 2 increased spermidine 2-fold and compound 3 had little effect on spermidine and spermine concentrations but reduced putrescine concentration by 69%. These changes in polyamine concentrations could not be correlated with changes in activities of biosynthetic enzymes. It seems therefore that although these novel cyclic diamines alter fungal polyamine metabolism, their effects on the growth of P. avenae may not be related to depletion of cellular polyamines.

  DOI：

  10.1021/jf9608534
• 作为产物：
  描述：

  dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以57%的产率得到4,5-二甲基环己-1,4-二烯-1,2-二羧酸
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and Effects on Fungal Polyamine Metabolism of Novel Cyclic Diamines

  摘要：

  A number of novel, cyclic diamines were synthesized and examined for fungicidal activity as part of a continuing program of work on polyamine analogues. The novel synthetic cyclic diamines trans-1,2-bis(diethylaminomethyl)cyclopentane (compound 1) and trants-5,6-bis(aminomethyl)bicyclo[2.2.1]-hept-2-ene (compound 2) and the synthetic cyclic diamine 1,2-bis(dimethylaminomethyl)-4,5-dimethylcyclohexa-1,4-diene (compound 3) controlled the important crop pathogen Erysiphe graminis DC f.sp. hordei Marchal. Since E. graminis cannot be cultured in vitro, the effects of the three diamines on polyamine biosynthesis were studied using the fungal pathogen Pyrenophora avenae Ito & Kuribay. All three compounds were effective in reducing the growth of P. avenae in vitro and in altering polyamine levels. However, whereas compound 1 reduced concentrations of all three polyamines, compound 2 increased spermidine 2-fold and compound 3 had little effect on spermidine and spermine concentrations but reduced putrescine concentration by 69%. These changes in polyamine concentrations could not be correlated with changes in activities of biosynthetic enzymes. It seems therefore that although these novel cyclic diamines alter fungal polyamine metabolism, their effects on the growth of P. avenae may not be related to depletion of cellular polyamines.

  DOI：

  10.1021/jf9608534

文献信息

• Fullerene Derivatives and Organic Electronic Device Comprising the Same
  申请人：Yoon Sung Cheol

  公开号：US20120004476A1

  公开（公告）日：2012-01-05

  The present invention relates to fullerene derivatives and an organic electronic device using the same, and more specifically, to a novel fullerene derivative incorporating an aromatic fused ring compound and to an organic electronic device with excellent electrical properties by employing the fullerene derivative. In more detail, the novel fullerene derivative incorporating an aromatic fused ring compound according to the present invention exhibits excellent solubility in organic solvents and has a high electrochemical electron mobility and a high LUMO energy level, thereby making the fullerene derivative a suitable material for organic solar cells featuring a high open circuit voltage (Voc) and an improved energy conversion efficiency, or applicable for use in organic electronic devices such as organic thin film transistors.

  本发明涉及富勒烯衍生物及其应用于有机电子器件的技术领域，更具体地说，涉及一种新颖的富勒烯衍生物，其中包含一个芳香融合环化合物，并且通过采用该富勒烯衍生物，可以制备出具有优异电学性能的有机电子器件。更详细地说，本发明的新颖富勒烯衍生物中包含一个芳香融合环化合物，具有在有机溶剂中良好的溶解性，并且具有高的电化学电子迁移率和高的LUMO能级，从而使该富勒烯衍生物成为适用于具有高开路电压（Voc）和改善的能量转换效率的有机太阳能电池的合适材料，或者适用于有机薄膜晶体管等有机电子器件。
• FULLERENE DERIVATIVES AND ORGANIC ELECTRONIC DEVICE COMPRISING THE SAME
  申请人：Korea Research Institute of Chemical Technology (KRICT)

  公开号：EP2392555A2

  公开（公告）日：2011-12-07

  The present invention relates to fullerene derivatives and an organic electronic device using the same, and more specifically, to a novel fullerene derivative incorporating an aromatic fused ring compound and to an organic electronic device with excellent electrical properties by employing the fullerene derivative. In more detail, the novel fullerene derivative incorporating an aromatic fused ring compound according to the present invention exhibits excellent solubility in organic solvents and has a high electrochemical electron mobility and a high LUMO energy level, thereby making the fullerene derivative a suitable material for organic solar cells featuring a high open circuit voltage (Voc) and an improved energy conversion efficiency, or applicable for use in organic electronic devices such as organic thin film transistors.

  本发明涉及富勒烯衍生物和使用该衍生物的有机电子器件，更具体地说，涉及一种包含芳香族熔环化合物的新型富勒烯衍生物和使用该富勒烯衍生物的具有优异电性能的有机电子器件。更详细地说，根据本发明，包含芳香族熔环化合物的新型富勒烯衍生物在有机溶剂中表现出优异的溶解性，并具有高电化学电子迁移率和高 LUMO 能级，从而使该富勒烯衍生物成为具有高开路电压（Voc）和更高能量转换效率的有机太阳能电池的合适材料，或适用于有机薄膜晶体管等有机电子器件。
• Mild and efficient boronic acid catalysis of Diels–Alder cycloadditions to 2-alkynoic acids
  作者：Hongchao Zheng、Dennis G. Hall

  DOI：10.1016/j.tetlet.2010.04.132

  日期：2010.7

  The concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied to the Diels-Alder cycloaddition between 2-alkynoic acids as dienophiles and various dienes. These [4+2] cycloadditions produce cyclohexadienyl carboxylic acids, which can be oxidized in situ to produce polysubstituted aromatic carboxylic acids. The boronic acid catalyst is suspected to provide activation by a LUMO-lowering effect of the unsaturated carboxylic acid likely via a covalent, monoacylated hemiboronic ester intermediate. (C) 2010 Elsevier Ltd. All rights reserved.
• DE710131
  申请人：——

  公开号：——

  公开（公告）日：——
• Production of addition products from dienes and compounds having an unsaturated carbon linkage activated by substituents
  申请人：IG FARBENINDUSTRIE AG

  公开号：US02262002A1

  公开（公告）日：1941-11-11