2,4-二氯-顺式-肉桂酸 | 20595-46-4

• 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: 2,4-二氯-顺式-肉桂酸
• 英文名称: (Z)-3-(2,4-dichlorophenyl)acrylic acid
• 英文别名: cis-2,4-dichlorocinnamic acid；2,4-dichloro-cis-cinnamic acid；2,4-Dichlor-cis-zimtsaeure；2,4-dichlorocinnamic acid；2,4-Dichlorocinnamic acid, (Z)-；(Z)-3-(2,4-dichlorophenyl)prop-2-enoic acid
• CAS: 20595-46-4
• 化学式: C₉H₆Cl₂O₂
• 分子量: 217.051
• InChiKey: MEBWABJHRAYGFW-RQOWECAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2,4-二氯-顺式-肉桂酸 在 氯仿 、 溴 作用下， 生成 反-2,4-二氯肉桂酸
  参考文献：
  名称：

  Sattur; Nargund, Journal of the Karnatak University, 1958, vol. 3, p. 52

  摘要：

  DOI：
• 作为产物：
  描述：

  反-2,4-二氯肉桂酸 在 C.I.酸性橙108 作用下， 生成 2,4-二氯-顺式-肉桂酸
  参考文献：
  名称：

  Lindenfors, Arkiv foer Kemi, 1957, vol. 10, p. 561,564

  摘要：

  DOI：

文献信息

• 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.
• Ried, Walter; Oremek, Gerhard; Ocakcioglu, Belkis, Liebigs Annalen der Chemie, 1980, # 9, p. 1424 - 1427
  作者：Ried, Walter、Oremek, Gerhard、Ocakcioglu, Belkis

  DOI：——

  日期：——
• Large Molecular Motions Are Tolerated in Crystals of Diamine Double Salt of <i>trans</i>-Chlorocinnamic Acids with <i>trans</i>-1,2-Diaminocyclohexane
  作者：Arunkumar Natarajan、Joel T. Mague、K. Venkatesan、V. Ramamurthy

  DOI：10.1021/ol050330u

  日期：2005.5.1

  [GRAPHICS]Contrary to the general assumption that photoreactions in crystals may not proceed with large molecular motions, a pedal-like motion prompted by electronic excitation is believed to be involved during the beta-dimer formation from the crystals of the diamine double salt of trans-2,4-dichlorocinnamic acid and trans-1,2-diaminocyclohexane.
• Sattur; Nargund, Journal of the Karnatak University, 1958, vol. 3, p. 52
  作者：Sattur、Nargund

  DOI：——

  日期：——
• Lindenfors, Arkiv foer Kemi, 1957, vol. 10, p. 561,564
  作者：Lindenfors

  DOI：——

  日期：——