ethyl 2-(4-chlorobenzyl)-1-(trifluoromethyl)cycloprop-2-enecarboxylate | 1443207-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 2-(4-chlorobenzyl)-1-(trifluoromethyl)cycloprop-2-enecarboxylate
• 英文别名: Ethyl 2-[(4-chlorophenyl)methyl]-1-(trifluoromethyl)cycloprop-2-ene-1-carboxylate；ethyl 2-[(4-chlorophenyl)methyl]-1-(trifluoromethyl)cycloprop-2-ene-1-carboxylate
• CAS: 1443207-44-0
• 化学式: C₁₄H₁₂ClF₃O₂
• 分子量: 304.696
• InChiKey: XPMSWKIAXMJDHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-chlorobenzyl)-1-(trifluoromethyl)cycloprop-2-enecarboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以96%的产率得到(E)-ethyl 2-(4-chlorobenzylidene)-1-(trifluoromethyl)cyclopropanecarboxylate
  参考文献：
  名称：

  DBU-mediated transformation of arylmethylenecyclopropenes to alkylidenecyclopropanes

  摘要：

  An interesting DBU-mediated intramolecular isomerization of arylmethylenecyclopropenes 1 to alkylidenecyclopropanes (ACPs) has been described in this context. A variety of ACPs were obtained through a base-assisted manner in moderate to good yields under mild conditions with good stereoselectivities in most cases. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.076
• 作为产物：
  描述：

  1-氯-4-(2-丙炔-1-基)苯 、 ethyl 2-diazo-3,3,3-trifluoropropanoate 在 bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} 作用下， 以 甲苯 为溶剂， 反应 14.0h， 以91%的产率得到ethyl 2-(4-chlorobenzyl)-1-(trifluoromethyl)cycloprop-2-enecarboxylate
  参考文献：
  名称：

  DBU-mediated transformation of arylmethylenecyclopropenes to alkylidenecyclopropanes

  摘要：

  An interesting DBU-mediated intramolecular isomerization of arylmethylenecyclopropenes 1 to alkylidenecyclopropanes (ACPs) has been described in this context. A variety of ACPs were obtained through a base-assisted manner in moderate to good yields under mild conditions with good stereoselectivities in most cases. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.076

文献信息

• DBU-mediated transformation of arylmethylenecyclopropenes to alkylidenecyclopropanes
  作者：Rui Sang、Hai-Bin Yang、Min Shi

  DOI：10.1016/j.tetlet.2013.04.076

  日期：2013.7

  An interesting DBU-mediated intramolecular isomerization of arylmethylenecyclopropenes 1 to alkylidenecyclopropanes (ACPs) has been described in this context. A variety of ACPs were obtained through a base-assisted manner in moderate to good yields under mild conditions with good stereoselectivities in most cases. (C) 2013 Elsevier Ltd. All rights reserved.