1-(2,2-dimethylpropyl)-2,5-dimethylpyrrole | 20282-43-3

• 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-(2,2-dimethylpropyl)-2,5-dimethylpyrrole
• 英文别名: InChI=1/C11H19N/c1-9-6-7-10(2)12(9)8-11(3,4)5/h6-7H,8H2,1-5H
• CAS: 20282-43-3
• 化学式: C₁₁H₁₉N
• 分子量: 165.279
• InChiKey: VUBLUIUTDPCCKH-UHFFFAOYSA-N

物化性质

• 沸点：
  232.9±9.0 °C(Predicted)
• 密度：
  0.85±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  特戊胺 、 2,5-己二酮 以 氘代氯仿 为溶剂， 生成 1-(2,2-dimethylpropyl)-2,5-dimethylpyrrole
  参考文献：
  名称：

  h-1，c-13和n-15 nmr研究丙酮基丙酮与伯胺的paal-knorr缩合反应

  摘要：

  H-1，C-13和N-15NMR光谱表明伯胺与丙酮基丙酮的反应进行到-取代的-2，5-二甲基吡咯的-取代的亚胺的中间体。空间位阻的增加会降低亚胺的形成和衰变速率。

  DOI：

  10.1016/s0040-4020(01)87462-7

文献信息

• Simple, Efficient and Convenient Synthesis of Pyrroles and Pyrazoles Using Zeolites.
  作者：R. Sreekumar∗、Raghavakaimal Padmakumar

  DOI：10.1080/00397919808006870

  日期：1998.5

  Abstract A convenient heterogeneous catalytic methodology for the synthesis of Pyrroles and Pyrazoles by an intermolecular reaction of γ or β-diketones with primary amines or hydrazine derivatives over zeolites are described.

  摘要描述了一种方便的多相催化方法，用于通过 γ 或 β-二酮与伯胺或肼衍生物在沸石上的分子间反应合成吡咯和吡唑。
• An h-1, c-13 and n-15 nmr study of the paal-knorr condensation of acetonylacetone with primary amines
  作者：Alan R. Katritzky、Taher I. Yousaf、Ban Chi Chen、Zeng Guang-Zhi

  DOI：10.1016/s0040-4020(01)87462-7

  日期：1986.1

  The reaction of primary amines with acetonylacetone is shown by H-1, C-13 and N-15 NMR spectroscopy to proceed to the -substituted -2, 5-dimethylpyrroles the intermediacy of -substituted imines. Increased steric hindrance reduces rates of imine formation and decay.

  H-1，C-13和N-15NMR光谱表明伯胺与丙酮基丙酮的反应进行到-取代的-2，5-二甲基吡咯的-取代的亚胺的中间体。空间位阻的增加会降低亚胺的形成和衰变速率。
• METATHESIS CATALYSTS AND METHODS THEREOF
  申请人：Trustees of Boston College

  公开号：US20180127447A1

  公开（公告）日：2018-05-10

  The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and/or stereoselectivity. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and Z-selectivity. In some embodiments, the present disclosure provides methods for preparing alkenyl halide with regioselectivity and E-selectivity. In some embodiments, provided technologies are particularly useful for preparing alkenyl fluorides. In some embodiments, a provided compound useful for metathesis reactions has the structure of formula II-a. In some embodiments, a provided compound useful for metathesis reactions has the structure of formula II-b.
• Novel 2,5-Hexanedione Analogues. Substituent-Induced Control of the Protein Cross-Linking Potential and Oxidation Susceptibility of the Resulting Primary Amine-Derived Pyrroles
  作者：Guozhang Xu、Malvinder P. Singh、Damodaragounder Gopal、Lawrence M. Sayre

  DOI：10.1021/tx000169q

  日期：2001.3.1

  The neurotoxic gamma -diketone, 2,5-hexanedione (2,5-HD), induces neurofilamentous swellings at prenodal sites in proximal axons as a consequence of pyrrolation of lysine E-amino groups on neurofilament proteins. However, there is disagreement as to whether pyrrole formation and the associated alteration of noncovalent interactions is sufficient to cause neurofilament accumulation, or whether pyrrole autoxidation and subsequent protein-protein cross-linking is an obligatory event. To investigate gamma -diketones that might form pyrroles inert to autoxidative-induced cross-linking, we synthesized 1,1,1-trifluoro-2,5-hexanedione, 3-(trifluoromethyl)-2,5-hexanedione (3-TFMHD), and two 3-(dialkylaminocarbonyl)-2,5-diketones and assessed their rates of pyrrole formation with amines, the oxidation susceptibility of the resulting pyrroles, and the protein cross-linking potential in vitro, relative to those of 3-methyl-2,5-hexanedione. 1,1,1-Trifluoro-2,5-hexanedione does not form pyrroles, but the three 2,5-HD analogues with an electron-withdrawing 3-substituent all rapidly formed pyrroles that were inert to autoxidation. Although 3-TMFHD nonetheless still induced cross-linking of ribonuclease A, by a nonoxidative mechanism independent of the pyrrole, the two 3-(dialkylaninocarbonyl)-2,5-diketones did not exhibit any protein cross-linking. As these two gamma -diketones possess aqueous-organic partitioning properties similar to those of 2,5-HD, they should serve as useful mechanistic probes in further studies.

表征谱图