(Z)-3-[4-(trifluoromethyl)phenyl]acrylic acid | 87212-84-8

• 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
• 英文名称: (Z)-3-[4-(trifluoromethyl)phenyl]acrylic acid
• 英文别名: (Z)-3-[4-(trifluoromethyl)phenyl]prop-2-enoic acid
• CAS: 87212-84-8
• 化学式: C₁₀H₇F₃O₂
• 分子量: 216.16
• InChiKey: ANRMAUMHJREENI-UTCJRWHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 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：
  5

反应信息

• 作为反应物：
  描述：

  (Z)-3-[4-(trifluoromethyl)phenyl]acrylic acid 在 吡啶 、 氯化亚砜 作用下， 反应 0.5h， 以78%的产率得到3-Chlor-6-trifluormethyl-benzo--thiophen-2-carbonsaeurechlorid
  参考文献：
  名称：

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

  摘要：

  DOI：
• 作为产物：
  描述：

  4-三氟甲基肉桂酸 在 四(三苯基膦)钯 、 苄基三乙基氯化铵 sodium hydroxide 、 溴 、 碳酸氢钠 作用下， 以 四氯化碳 、 2-甲基-2-丁醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 (Z)-3-[4-(trifluoromethyl)phenyl]acrylic acid
  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

• 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：——