methyl 1,3-cyclohexadiene 2-carboxylate | 40002-24-2

• 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: methyl 1,3-cyclohexadiene 2-carboxylate
• 英文别名: methyl 1,3-cyclohexadiene-2-carboxylate；methyl cyclohexa-1,5-diene carboxylate；2-methoxycarbonyl-1,3-cyclohexadiene；methyl p-hydrobenzoate；Cyclohexadien-(1,5)-carbonsaeure-(1)-methylester；Cyclohexa-1,5-dien-1-carbonsaeuremethylester；1,5-Cyclohexadiene-1-carboxylic acid, methyl ester；methyl cyclohexa-1,5-diene-1-carboxylate
• CAS: 40002-24-2
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: YCTXQIVXFOMZCV-UHFFFAOYSA-N

物化性质

• 沸点：
  192.4±29.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 1,3-cyclohexadiene 2-carboxylate 在 sodium amalgam 、 tetrapropylammonium periodate 作用下， 以 甲醇 、 二氯甲烷 、 均三甲苯 为溶剂， 反应 50.5h， 生成
  参考文献：
  名称：

  Regioselectivity of the intermolecular Diels-Alder reaction of acyl nitroso compounds (C-nitrosocarbonyl compounds) and nitrosoformates (O-nitrosocarbonyl compounds). Preparation of functionalized cis-.DELTA.6-1-octalones

  摘要：

  DOI：

  10.1021/jo00211a025
• 作为产物：
  描述：

  3,4-dihydrobenzoic acid 在 吡啶 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 生成 methyl 1,3-cyclohexadiene 2-carboxylate
  参考文献：
  名称：

  Regioselectivity of the intermolecular Diels-Alder reaction of acyl nitroso compounds (C-nitrosocarbonyl compounds) and nitrosoformates (O-nitrosocarbonyl compounds). Preparation of functionalized cis-.DELTA.6-1-octalones

  摘要：

  DOI：

  10.1021/jo00211a025

文献信息

• Enhancement in facial selectivity of a plane nonsymmetric double bond induced by a conjugating methoxycarbonyl group
  作者：Remo Gandolfi、Mirko Sarzi Amade、Augusto Rastelli、Marisa Bagatti、Dino Montanari

  DOI：10.1016/0040-4039(95)02176-0

  日期：1996.1

  Introduction of a methoxycarbonyl group on the plane nonsymmetric double bond of 2,3-dioxa and 2,3-oxaza bicyclo[2.2.2]oct-5-enes brought about a clear-cut increase in syn selectivity of their reactions with 1,3-dipoles.

  在2,3-二氧杂和2,3-氧杂双环[2.2.2] oct-5-enes的平面非对称双键上引入甲氧羰基可明显提高其与1的反应的同构选择性。 3偶极子。
• Regiodivergent Addition of Phenols to Allylic Oxides: Control of 1,2- and 1,4-Additions for Cyclitol Synthesis
  作者：Matthew J. Moschitto、David N. Vaccarello、Chad A. Lewis

  DOI：10.1002/anie.201410228

  日期：2015.2.9

  Control of 1,2‐ and 1,4‐addition of substituted phenols to allylic oxides is achieved by intercepting palladium π‐allyl complexes. The interconversion of palladium complexes results in the total synthesis of MK 7607, cyathiformine B type, streptol, and a new cyclitol.

  通过拦截钯π-烯丙基络合物，可以控制取代酚向烯丙基氧化物的1,2-和1,4-加成。钯配合物的相互转化导致MK 7607，Byathiformine B型，链亲和素和新的环糖醇的全合成。
• Fast & easy preparation of 3D scaffolds from methyl benzoate by a diversity oriented synthesis strategy based on Diels–Alder and ene-reactions
  作者：Dominique Brossard、Pascal Retailleau、Vincent Dumontet、Philippe Breton、Sandy Desrat、Fanny Roussi

  DOI：10.1039/c7ob01236e

  日期：——

  Thermic dimerization of methyl 1,3-cyclohexadiene 2-carboxylate gave original 3D-shape compounds by Diels-Alder cycloaddition and original [6+4]-ene reaction. Further selective modifications on endo [4+2] cycloadduct via a diversity oriented synthesis (DOS) strategy quickly led to the preparation of a small library of original 3D scaffolds, providing access to a larger and unexplored chemical space

  1,3-环己二烯-2-羧酸甲酯的热二聚通过狄尔斯-阿尔德环加成反应和原始的[6 + 4]-烯反应得到原始的3D形状的化合物。通过面向多样性的合成（DOS）策略对内[4 + 2]环加合物进行进一步的选择性修饰，很快导致了原始3D支架小文库的制备，从而为药物发现过程提供了更大且未开发的化学空间。
• Chemoselective 1,2‐Reduction and Regiodivergent Deuteration of Chromium‐Bound Arenes
  作者：Jia‐Yi Qiu、Wei‐Long Zeng、Hui Xie、Ming‐Yang Wang、Wei Li

  DOI：10.1002/anie.202218961

  日期：——

  efficient protocol for chemo- and regioselective 1,2-reduction of arenes via η6-coordination to chromium has been reported for the first time. The versatility of this strategy further leads to a regiodivergent reductive deuteration that enables precise control of the deuteration sites as well as the degrees of deuterium incorporation.

  首次报道了通过 η 6 -与铬配位来化学和区域选择性 1,2-还原芳烃的通用且有效的方案。该策略的多功能性进一步导致区域发散性还原氘化，从而能够精确控制氘化位点以及氘掺入度。
• LITHOGRAPHIC PRINTING ORIGINAL PLATE, METHOD FOR PRODUCING LITHOGRAPHIC PRINTING PLATE, AND POLYMERIZABLE MONOMER
  申请人：FUJIFILM Corporation

  公开号：EP2343195A1

  公开（公告）日：2011-07-13

  There is provided a lithographic printing plate precursor that enables image recording using a laser and that provides an excellent scumming resistance and an excellent developability while maintaining a satisfactory printing durability. Also provided are a platemaking method, and a novel polymerizable monomer. A lithographic printing plate precursor has a support, and an image recording layer disposed thereon and containing a radical polymerization initiator and a polymerizable monomer that has a sulfonamide group and at least two ethylenically unsaturated groups; a lithographic printing plate platemaking method uses this lithographic printing plate precursor; and a polymerizable monomer has a sulfonamide group and at least two ethylenically unsaturated groups.

  本发明提供了一种平版印刷版原版，可使用激光进行图像记录，并具有优异的抗浮渣性和显影性，同时还能保持令人满意的印刷耐久性。此外，还提供了一种制版方法和一种新型可聚合单体。一种平版印刷制版前体具有一个支撑体和一个图像记录层，图像记录层放置在支撑体和图像记录层上，图像记录层含有一个自由基聚合引发剂和一个可聚合单体，可聚合单体具有一个磺酰胺基团和至少两个乙烯不饱和基团；一种平版印刷制版方法使用这种平版印刷制版前体；一种可聚合单体具有一个磺酰胺基团和至少两个乙烯不饱和基团。