(E)-3-(邻甲苯基)丙烯酸 | 41397-71-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: (E)-3-(邻甲苯基)丙烯酸
• 英文名称: (2Z)-3-(2-methylphenyl)propenoic acid
• 英文别名: (Z)-3-(o-tolyl)acrylic acid；ortho-Methyl-cis-zimtsaeure；2-Methyl-cis-zimtsaeure；(Z)-3-(2-methylphenyl)prop-2-enoic acid
• CAS: 41397-71-1
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: RSWBWHPZXKLUEX-SREVYHEPSA-N

物化性质

• 沸点：
  293.5±9.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-dibromo-3-(o-methylphenyl)propanoic acid 在 四(三苯基膦)钯 、 苄基三乙基氯化铵 sodium hydroxide 、 碳酸氢钠 作用下， 以 2-甲基-2-丁醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 (E)-3-(邻甲苯基)丙烯酸
  参考文献：
  名称：

  A convenient method for the conversion of trans to cis-cinnamic acids

  摘要：

  DOI：

  10.1016/s0040-4039(00)88070-3

文献信息

• A high hydroarylation activity of K2PtCl4/AgOTf catalyst in the reaction of propiolic acid with unactivated and activated arenes
  作者：Juzo Oyamada、Takuya Hashimoto、Tsugio Kitamura

  DOI：10.1016/j.jorganchem.2009.07.008

  日期：2009.10

  hydroarylation with less reactive benzene to give cis-cinnamic acid in good yield. The hydroarylation with toluene gave a higher yield of hydroarylation products than that with benzene and resulted in ortho/para orientation with an almost statistical ratio, suggesting that the result is very close to that of the Friedel-Crafts alkylation with methyl bromide or p-nitrobenzyl chloride. Hydroarylation of propiolic

  在钯和铂催化剂中，混合催化剂K 2 PtCl 4 / AgOTf显示出最高的丙酸加氢芳基化活性。该催化剂可有效地用较少的反应性苯进行加氢芳基化反应，以高收率得到顺式肉桂酸。用甲苯进行氢芳基化反应比使用苯进行氢芳基化反应的收率更高，并导致邻位/对位取向，并且几乎具有统计比例，这表明该结果非常接近于用甲基溴或对硝基苄基进行的Friedel-Crafts烷基化反应的结果。氯化物。在K 2存在下，丙酸与其他富电子芳烃的氢芳基化反应有效进行在三氟乙酸中的PtCl 4 / AgOTf催化剂以良好或高收率形成顺式肉桂酸。该方法也适用于丙酸乙酯的氢芳基化。
• [EN] COMPOSITIONS COMPRISING AN ARYL PYRAZOLE AND A SUBSTITUTED IMIDAZOLE, METHODS AND USES THEREOF<br/>[FR] COMPOSITIONS COMPRENANT UN ARYL PYRAZOLE ET UN IMIDAZOLE SUBSTITUÉ, PROCÉDÉS ET UTILISATIONS DE CELLES-CI
  申请人：MERIAL LTD

  公开号：WO2013074892A1

  公开（公告）日：2013-05-23

  This invention relates to compositions for combating parasites in animals, comprising 1-arylpyrazole compounds in combination with substituted imidazole compounds. This invention also provides for an improved methods for eradicating, controlling, and preventing parasite infestation in an animal comprising administering the compositions of the invention to an animal in need thereof.

  本发明涉及用于对抗动物寄生虫的组合物，包括1-芳基吡唑烷化合物与取代咪唑化合物的组合。本发明还提供了一种改进的方法，用于根除、控制和预防动物寄生虫感染，包括向需要的动物施用本发明的组合物。
• 反式和顺式α,β不饱和羧酸的合成方法
  申请人：南方科技大学

  公开号：CN117700315A

  公开（公告）日：2024-03-15

  反式和顺式α,β不饱和羧酸的合成方法，涉及有机合成技术领域，其包括以烯基卤代物(I)和甲酸盐为原料，加入镍催化剂、光催化剂、联吡啶类配体和有机溶剂，在惰性气氛中，在蓝光照射下，室温下搅拌至反应完毕。本发明的方法反应条件温和，不需要氧化剂以及高温条件，同时避免了过渡金属的残留，从稳定易制备的各种烯基卤代物直接得到反式或顺式α,β不饱和羧酸化合物。
• Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors
  作者：Keisuke Nishikawa、Hiroshi Fukuda、Masato Abe、Kazunari Nakanishi、Tomoya Taniguchi、Takashi Nomura、Chihiro Yamaguchi、Syuntaro Hiradate、Yoshiharu Fujii、Katsuhiro Okuda、Mitsuru Shindo

  DOI：10.1016/j.phytochem.2013.08.013

  日期：2013.12

  1-O-cis-Cinnamoyl-beta-D-glucopyranose is one of the most potent allelochemicals that has been isolated from Spiraea thunbergii Sieb by Hiradate et al. It derives its strong inhibitory activity from cis-cinnamic acid (cis-CA), which is crucial for phytotoxicity. By preparing and assaying a series of cis-CA analogues, it was previously found that the key features of cis-CA for lettuce root growth inhibition are a phenyl ring, cis-configuration of the alkene moiety, and carboxylic acid. On the basis of a structure-activity relationship study, the substituent effects on the aromatic ring of cis-CA were examined by systematic synthesis and the lettuce root growth inhibition assay of a series of cis-CA analogues having substituents on the aromatic ring. While ortho- and para-substituted analogues exhibited low potency in most cases, meta-substitution was not critical for potency, and analogues having a hydrophobic and sterically small substituent were more likely to be potent. Finally, several cis-CA analogues were found to be more potent root growth inhibitors than cis-CA. (C) 2013 Elsevier Ltd. All rights reserved.
• GALAMB, V.;ALPER, H., TETRAHEDRON LETT., 1983, 24, N 29, 2965-2968
  作者：GALAMB, V.、ALPER, H.

  DOI：——

  日期：——