4,4'-diethyl-2,2'-dimethyl-3,3'-dipyrrolylmethane | 1073375-29-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4,4'-diethyl-2,2'-dimethyl-3,3'-dipyrrolylmethane
• CAS: 1073375-29-7
• 化学式: C₁₅H₂₂N₂
• 分子量: 230.353
• InChiKey: MKIPYVXTRUFLSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  31.58
• 氢给体数：
  2.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3,4,5-三甲基-1H-吡咯-2-羧醛 、 4,4'-diethyl-2,2'-dimethyl-3,3'-dipyrrolylmethane 在 氢溴酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以54%的产率得到bis(4-ethyl-2,7,8,9-tetramethyldipyrrolylmethen-3-yl)methane dihydrobromide
  参考文献：
  名称：

  3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties

  摘要：

  Hydrobromides of' thre-- new alkyl-substituted tetrapyrrole ligands with an open chain, in which the dipyrrolylmethenc 1ragments are linked by a CH-spacer at the 3,3'-pyrrole carbon atoms, were synthesized and studied by IR, 1H NMR, and el( ctronic absorption spectroscopy. As compared to the 2,2' isorners (alkyl derivatives of' biladiene-a,c) and inonorners (2,2'-, 2,3'-, and 3,Y-dipyrrolylinethenes, the ef't'ect of' structural t'actors is mandested in a considerable (up to 19-3 1 nm) bathochromic shi 11 ol'the strong band in the electronic spectrum, an increase in the N-H stretching vibration 1requency in the IR spectra (by more than 30 crn'). and a decrease in the stability of' 3,3'-bis(dipyrrolylinethene) salts. The solvent effect is manit'ested in small changes in the quantitative characteristics of the electronic absorption spectra o4' 3,3'-tetrapyrrole hydrobromidcs in C,H,, CC14, CHCl,. CHC13, anJ alcohols. In DMF, DMSO, and C5H5N, the salts undergo solvolytic dissociation to the 1ree ligands and HBr, which accelerates in dilute solutions (<10 -4 M) and with an increase in the electron-donor power of' the solvent. The auxochrornic effects of' protons in the electronic absorption spectra ol'the salts, compared to ligands, were estimated quantitatively.

  DOI：

  10.1134/s1070363208060200
• 作为产物：
  描述：

  5,5'-bis(ethoxycarbonyl)-4,4'-diethyl-2,2'-dimethyl-3,3'-dipyrrolylmethane 在 氢氧化钾 作用下， 以 乙二醇 为溶剂， 反应 1.0h， 生成 4,4'-diethyl-2,2'-dimethyl-3,3'-dipyrrolylmethane
  参考文献：
  名称：

  3,3′-bis(dipyrrolylmethenes) as new chelating ligands: Synthesis and spectral properties

  摘要：

  Hydrobromides of' thre-- new alkyl-substituted tetrapyrrole ligands with an open chain, in which the dipyrrolylmethenc 1ragments are linked by a CH-spacer at the 3,3'-pyrrole carbon atoms, were synthesized and studied by IR, 1H NMR, and el( ctronic absorption spectroscopy. As compared to the 2,2' isorners (alkyl derivatives of' biladiene-a,c) and inonorners (2,2'-, 2,3'-, and 3,Y-dipyrrolylinethenes, the ef't'ect of' structural t'actors is mandested in a considerable (up to 19-3 1 nm) bathochromic shi 11 ol'the strong band in the electronic spectrum, an increase in the N-H stretching vibration 1requency in the IR spectra (by more than 30 crn'). and a decrease in the stability of' 3,3'-bis(dipyrrolylinethene) salts. The solvent effect is manit'ested in small changes in the quantitative characteristics of the electronic absorption spectra o4' 3,3'-tetrapyrrole hydrobromidcs in C,H,, CC14, CHCl,. CHC13, anJ alcohols. In DMF, DMSO, and C5H5N, the salts undergo solvolytic dissociation to the 1ree ligands and HBr, which accelerates in dilute solutions (<10 -4 M) and with an increase in the electron-donor power of' the solvent. The auxochrornic effects of' protons in the electronic absorption spectra ol'the salts, compared to ligands, were estimated quantitatively.

  DOI：

  10.1134/s1070363208060200