1-ethyl-2-phenyl pyrrole | 36648-37-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-ethyl-2-phenyl pyrrole
• 英文别名: 1-Ethyl-2-phenylpyrrol；1-Aethyl-2-phenylpyrrol；1-ethyl-2-phenyl-1H-pyrrole；1-ethyl-2-phenylpyrrole
• CAS: 36648-37-0
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: XMRCDZSJEBNNCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-ethyl-2-phenyl pyrrole 、 二苯基丙炔酮 在 silica gel 作用下， 反应 4.0h， 以54%的产率得到2-(2-benzoyl-1-phenylethenyl)-1-ethyl-5-phenylpyrrole
  参考文献：
  名称：

  摘要：

  Theoretical (B3LYP/6-31G*) and experimental (NMR, UV, and IR spectroscopy) data on the electronic and steric structure of 2-(2-benzoyl-1- phenylethenyl)-5-phenylpyrrole have been analyzed in the context of the hypothesis of the zwitter ionic nature of its ground state. The molecule involves a strong NH...O bond, and its ground state can be described as a hybrid of the neutral and zwitter ionic canonical forms; this conclusion was confirmed by the observation of a reversible medium effect on the electronic absorption spectrum of the substrate.

  DOI：

  10.1023/a:1024970222679
• 作为产物：
  描述：

  (E)-3-[ethyl(methyl)amino]-1-phenylprop-2-en-1-one 生成 1-ethyl-2-phenyl pyrrole
  参考文献：
  名称：

  AOYAMA H.; NISHIO T.; HIRABAYASHI Y.; HASEGAWA T.; NODA H.; SUGIYAMA N., J. CHEM. SOC. PERKIN TRANS. , 1975, PART 1, NO 3, 298-301

  摘要：

  DOI：

文献信息

• A new convenient method to obtain pyrroles from tertiary n-allylthioamides
  作者：Igor V Magedov、Alexander V Kornienko、Tatyana O Zotova、Victor N Drozd

  DOI：10.1016/0040-4039(95)00800-r

  日期：1995.6

  1,2-Disubstituted pyrroles 1 were synthesized from available thioamides 4. Thioamides were initially treated with either alkylating agents or Lewis acids to give salts 5 or complexes 12 which were subsequently reacted with base to yield pyrroles 1.
• TROFIMOV B. A.; MIXALEVA A. I.; KOROSTOVA S. E.; SOBENINA L. N.; VASILEV +, ZH. ORGAN. XIMII, 1979, 15, HO 10, 2042-2046
  作者：TROFIMOV B. A.、 MIXALEVA A. I.、 KOROSTOVA S. E.、 SOBENINA L. N.、 VASILEV +

  DOI：——

  日期：——
• ——
  作者：V. K. Turchaninov、N. N. Chipanina、Z. V. Stepanova、L. V. Kanitskaya、C. V. Fedorov、G. A. Gavrilova、N. M. Murzina、T. N. Aksamentova、L. N. Sobenina、A. I. Mikhaleva

  DOI：10.1023/a:1024970222679

  日期：——

  Theoretical (B3LYP/6-31G*) and experimental (NMR, UV, and IR spectroscopy) data on the electronic and steric structure of 2-(2-benzoyl-1- phenylethenyl)-5-phenylpyrrole have been analyzed in the context of the hypothesis of the zwitter ionic nature of its ground state. The molecule involves a strong NH...O bond, and its ground state can be described as a hybrid of the neutral and zwitter ionic canonical forms; this conclusion was confirmed by the observation of a reversible medium effect on the electronic absorption spectrum of the substrate.
• AOYAMA H.; NISHIO T.; HIRABAYASHI Y.; HASEGAWA T.; NODA H.; SUGIYAMA N., J. CHEM. SOC. PERKIN TRANS. <JCPK-BH>, 1975, PART 1, NO 3, 298-301
  作者：AOYAMA H.、 NISHIO T.、 HIRABAYASHI Y.、 HASEGAWA T.、 NODA H.、 SUGIYAMA N.

  DOI：——

  日期：——