dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate | 14309-24-1

• 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
• 英文名称: dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate
• 英文别名: 4,5-Dimethyl-1,4-cyclohexadien-1,2-dicarbonsaeure-dimethylester；4,5-dimethyl-cyclohexa-1,4-diene-1,2-dicarboxylic acid dimethyl ester；Dimethyl 3,6-dihydro-4,5-dimethyl phthalate；4,5-Dimethyl-cyclohexa-1,4-dien-1,2-dicarbonsaeure-dimethylester；4,5-Dimethyl-cyclohexa-1,4-dien-1,2-dicarbonsaeuredimethylester；4,5-Dimethyl-1,4-cyclohexadien-1,4-dicarbonsaeuremethylester；Dimethyl 4,5-dimethyl-1,4-cyclohexadiene-1,2-dicarboxylate
• CAS: 14309-24-1
• 化学式: C₁₂H₁₆O₄
• 分子量: 224.257
• InChiKey: CVFAUXQYWPECKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate 在 lithium hydroxide 作用下， 以 甲醇 、 苯 为溶剂， 反应 24.33h， 生成 N,N,N',N'-tetramethyl-4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxamide
  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：

  3-Isopropenyl-3-methyl-cyclobut-1-ene-1,2-dicarboxylic acid dimethyl ester 在 bis(triphenylphosphine)nickel(II) chloride 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 生成 dimethyl 4,5-dimethylcyclohexa-1,4-diene-1,2-dicarboxylate
  参考文献：
  名称：

  The ring expansion of a dimethyl-substituted vinylcyclobutene derivative by metal complexes that can undergo an inner-sphere electron transfer

  摘要：

  The ring expansion of a dimethyl-substituted vinylcyclobutene derivative to the corresponding dimethyl-substituted cyclohexadiene or aromatic compound was studied. It was found that metal complexes of Ni(I), Ti(III), Sm(II), and Fe(II), which can undergo an inner-sphere electron-transfer reaction, allow the rearrangement to occur at room temperature. Other oxidation states of these metals and complexes that can only undergo an outer-sphere electron-transfer process do not promote this ring expansion reaction. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00054-1

文献信息

• Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes
  作者：Naoki Yasukawa、Hiroki Yokoyama、Masahiro Masuda、Yasunari Monguchi、Hironao Sajiki、Yoshinari Sawama

  DOI：10.1039/c7gc03819d

  日期：——

  Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels–Alder reaction and the following

  过渡金属催化的脱氢是一种清洁的氧化方法，不需要其他氧化剂。我们已经完成了Pd / C催化的1,4-环己二烯和环己烯的异水脱氢反应，得到了相应的高度官能化的芳烃。此外，可以通过Diels-Alder反应和随后的脱氢反应以一锅法高效地构建各种芳烃。
• Oxidation of Aromatic 1,2-Dimethanols by Activated Dimethyl Sulfoxide
  作者：Omar Farooq

  DOI：10.1055/s-1994-25632

  日期：——

  A series of substituted ortho-phthalaldehydes were prepared under mild conditions in respectable yields by oxidation of the corresponding dimethanols using oxalyl chloride activated dimethyl sulfoxide.

  在一系列温和条件下，通过甲磺酰氯活化二甲基亚砜对相应二甲醇进行氧化，制备了一系列卤代邻苯二甲醛，产率颇佳。
• 2,3-DIHYDRO-1H-ISOINDOL-1-IMINE DERIVATIVES USEFUL AS THROMBIN PAR-1 RECEPTOR ANTAGONIST
  申请人：Zhang Han-Cheng

  公开号：US20110105490A1

  公开（公告）日：2011-05-05

  The present invention is directed to novel 2,3-dihydro-1H-isoindol-1-imine derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the thrombin PAR-1 receptor antagonists.

  本发明涉及新颖的2,3-二氢-1H-异吲哚-1-亚胺衍生物，含有它们的药物组合物以及它们在治疗由凝血酶PAR-1受体拮抗剂调节的疾病和症状中的应用。
• Alicyclic diamine fungicides
  申请人：British Technology Group Limited

  公开号：US05464873A1

  公开（公告）日：1995-11-07

  Use of a compound having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 which may be the same or different represent hydrogen atoms or alkyl groups of 1-6 carbon atoms, or NR.sup.1 R.sup.2 and/or NR.sup.3 R.sup.4 together represent a heterocyclic group having 5 or 6 ring atoms, x is 0 or 1 and when x is 0, the dashed line represents a double bond, N represents a saturated or ethylenically unsaturated divalent hydrocarbyl group required to complete a cycloalkane, cycloalkene or cycloalkadiene ring of 3 to 6 ring atoms and from 0 to 2 double bonds, in the form of the free base or an acid addition salt tolerable to plants, as a plant fungicide, as a fungicide, especially as a mildewicide. Some of the compounds of formula (1) are new and are claimed per se.

  使用具有一般化学式的化合物：##STR1##其中R.sup.1、R.sup.2、R.sup.3和R.sup.4可以相同也可以不同，代表氢原子或1-6个碳原子的烷基基团，或NR.sup.1 R.sup.2和/或NR.sup.3 R.sup.4一起代表具有5或6个环原子的杂环基团，x为0或1，当x为0时，虚线代表双键，N代表饱和或乙烯不饱和的二价烃基团，用以形成3到6个环原子和0到2个双键的环戊烷、环戊烯或环戊二烯环的补充，以游离碱或植物可耐受的酸盐形式作为植物杀菌剂，作为杀菌剂，尤其作为霉菌杀菌剂。化合物的一些新的具有化学式(1)的化合物被单独声明。
• Flapping viscosity probe that shows polarity-independent ratiometric fluorescence
  作者：Ryota Kotani、Hikaru Sotome、Hajime Okajima、Soichi Yokoyama、Yumi Nakaike、Akihiro Kashiwagi、Chigusa Mori、Yuki Nakada、Shigehiro Yamaguchi、Atsuhiro Osuka、Akira Sakamoto、Hiroshi Miyasaka、Shohei Saito

  DOI：10.1039/c7tc01533j

  日期：——

  variety of fluorescent molecular viscosity probes have been widely used for mapping the local viscosity in cells and for monitoring the microenvironments in materials. However, their viscosity-sensing structural design still relies strongly on molecular rotors featuring intramolecular rotational dynamics. Here we report flapping molecules (FLAP) as a ratiometric viscosity-sensing fluorophore that shows

  多种荧光分子粘度探针已广泛用于绘制细胞中的局部粘度和监测材料中的微环境。但是，它们的粘度传感结构设计仍然强烈依赖具有分子内旋转动力学特性的分子转子。在这里我们报告拍打分子（FLAP）作为比率粘度感应荧光团，显示极性无关的双重荧光。粘度传感机制基于单重态激发态（S 1），其中八元环的挠性运动起着重要作用。快速构象动力学已通过时间分辨光谱学进行了研究，并已对粘滞变色性质进行了定量分析。还已经证明了FLAP在监测环氧树脂的固化过程中的应用，其中其他典型的环境敏感染料不能用作局部粘度探针。