5-methoxy-1-methyl-1H-pyrrole-2-carbaldehyde

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-methoxy-1-methyl-1H-pyrrole-2-carbaldehyde
• 英文别名: 5-Methoxy-1-methylpyrrole-2-carbaldehyde；5-methoxy-1-methylpyrrole-2-carbaldehyde
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: JZSKMNVPJFVLIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methoxy-1-methyl-1H-pyrrole-2-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以63%的产率得到4-bromo-5-methoxy-1-methyl-1H-pyrrole-2-carbaldehyde
  参考文献：
  名称：

  A new synthesis of five-membered heterocyclic quorum sensing inhibitors

  摘要：

  5-(Bromoalkylidene)furan-2(5H)-ones, thiophen-2(5H)-ones, and pyrrol-2(5H)-ones are prepared in good yields by cleavage of the corresponding 2-acyl-5-methoxy heterocycles using oxalyl bromide in dichloromethane at ambient temperature. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.048

文献信息

• Small Heterocyclic D‐π‐D‐π‐A Push‐Pull Molecules with Complex Electron Donors
  作者：Jiří Kulhánek、Oldřich Pytela、Filip Bureš、Milan Klikar

  DOI：10.1002/ejoc.202100137

  日期：2021.6.14

  Small push-pull molecules based on N,N-dibutylthiobarbituric electron-withdrawing unit and a combined electron donor have been designed and synthesized. Thiophene, N-methylpyrrole, and furan auxiliary donors were employed as central π-linkers accompanied by methoxy and amino mesomeric donors. Thorough structure-property relationships were investigated using both experimental and theoretical methods.

  设计并合成了基于N , N-二丁基硫代巴比妥类吸电子单元和组合电子供体的推拉小分子。噻吩、N-甲基吡咯和呋喃辅助供体被用作中心 π-接头，并伴随有甲氧基和氨基内聚体供体。使用实验和理论方法研究了彻底的结构-性能关系。
• ESR studies of ω-hydroperfluoroalkyl 1-methyl-2-substituted-pyrrolyl-5-carbonyl nitroxides and dual-parameter correlation analysis of their hyperfine splitting constants
  作者：Cheng-Xue Zhao、Hai-Ying He、Yan-Ling Qu、Xi-Kui Jiang

  DOI：10.1016/s0022-1139(99)00083-4

  日期：1999.8

  1-methyl-2-substituted-pyrrolyl-5-carbonyl nitroxides, i.e., 5 and 6 generated in the H-abstraction/spin trapping reaction of twelve 1-methyl-2-substituted-pyrrolyl-5-carbaldehydes 1 with the H-abstracting agent RfN(O⋅)Rf (2) and the spin-trapping agent RfNO (4), were studied by ESR. Correlation analysis of the aN values of 5 and 6 with polar and spin-delocalization substituent constants shows that aN values are mainly

  两个系列的ω-氢全氟烷基1-甲基-2-取代的吡咯基-5-羰基氮氧化物，即5和6，它们在十二个1-甲基-2-取代的吡咯基-5- 5的H吸收/自旋捕获反应中产生通过ESR研究了具有H吸收剂R f N（O⋅）R f（2）和自旋捕集剂R f NO（4）的甲醛1。所述的相关性分析一个Ñ的值5和6与极性和旋离域取代基常数表明，一个Ñ 值主要受极性效应的影响，但自旋离域效应也存在。
• EPR studies of 1-methyl-2-substituted-5-pyrrolylcarbonyl fluorinated nitroxides and dual-parameter correlation analysis of their hyperfine splitting constants
  作者：Roderick Hai-Ying He、Cheng-Xue Zhao、Cheng-Ming Zhou、Xi-Kui Jiang

  DOI：10.1016/s0040-4020(99)00010-1

  日期：1999.2

  fluorinated nitroxides, i.e., 3 (Rf=C2F5), 4 (Rf=n-C3F7) and 5 (Rf=n-C7F15), generated by the H-abstraction/spin-trapping reaction of eleven 1-methyl-2-substituted-pyrrole-5-carbaldehydes (6) with the H-abstracting agent [RfN(O•)Rf] 1 and the spin-trapping agent RfNO 2, were studied by EPR. Correlation analysis of their aN values with polar and spin-delocalization substituent constants shows that aN

  三个系列的新的1-甲基-2-取代的5-吡咯基羰基氟化氮氧化物，分别为3（R f = C 2 F 5），4（R f = n -C 3 F 7）和5（R f = n -C 7 F 15），是由11种1-甲基-2-取代的吡咯5-甲醛（6）与H提取剂[R f N（O •）的H提取/自旋捕获反应生成的R f ] 1和自旋俘获剂REPR对f NO 2进行了研究。它们的N值与极性和自旋离域取代基常数的相关性分析表明，N值主要受2-取代基的极性作用的影响，但自旋离域作用也存在。