吡丙醚-D1 | 10162-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 吡丙醚-D1
• 英文名称: 1-deuterio-pyrrole
• 英文别名: pyrrole-1-d1；pyrrole-d1；-Pyrrol；Pyrrol (1-D1)；Pyrrol-d1；N-Deuteropyrrol；Deutero-pyrrol；1-d1-Pyrrol；Pyrrol-N-d；Pyrrol-1d；1-Deuterio-pyrrol；N-d1-pyrrole；Pyrrole-ND；1-deuteriopyrrole
• CAS: 10162-82-0
• 化学式: C₄H₅N
• 分子量: 68.0825
• InChiKey: KAESVJOAVNADME-DYCDLGHISA-N

物化性质

• 密度：
  0.9725 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  吡丙醚-D1 在 丁硫醇 作用下， 以 四氯化碳 为溶剂， 生成 吡咯
  参考文献：
  名称：

  Tupitsyn, I. F.; Komarov, V. I., Journal of general chemistry of the USSR, 1987, vol. 57, p. 1632 - 1640

  摘要：

  DOI：
• 作为产物：
  描述：

  吡咯 在 重水 作用下， 反应 20.0h， 生成 吡丙醚-D1
  参考文献：
  名称：

  Adsorption of pyrrole derivatives in alkali metal cation-exchanged faujasites: comparative studies by surface vibrational techniques, X-ray diffraction and temperature-programmed desorption augmented with theoretical studies Part I. Pyrrole as probe molecule

  摘要：

  通过结合使用不同的表面振动技术、X 射线衍射和温度编程解吸以及理论研究，对碱金属阳离子交换沸石中吸附的吡咯的性质和相互作用强度进行了研究。研究结果取决于阳离子的种类、离子交换程度以及沸石的硅/铝比例，这表明相互作用的有效强度取决于框架外阳离子的路易斯酸性和晶格氧原子的路易斯碱性。研究发现，吡咯的吸附是由于这两种不同的相互作用，它们平行发生并相互影响：吡咯通过 NH 基团与晶格氧原子以氢键结合，同时通过芳香系统与阳离子结合，产生强烈的主客体相互作用。量子力学计算和力场模拟验证了实验结果。

  DOI：

  10.1039/a807296e

文献信息

• Organocatalytic Enantioselective Aza-Friedel-Crafts Reaction of Cyclic Ketimines with Pyrroles using Imidazolinephosphoric Acid Catalysts
  作者：Shuichi Nakamura、Nazumi Matsuda、Mutsuyo Ohara

  DOI：10.1002/chem.201601573

  日期：2016.7.4

  Organocatalytic enantioselective aza‐Friedel–Crafts reactions of cyclic ketimines with pyrroles or indoles were catalyzed by imidazoline/phosphoric acid catalysts. The reaction was applied to various 3H‐indol‐3‐ones to afford products in excellent yields and enantioselectivities. The chiral catalysts can be recovered by a single separation step using column chromatography and are reusable without further

  咪唑啉/磷酸催化剂催化环状酮亚胺与吡咯或吲哚的有机催化对映选择性氮杂-弗里德尔-克拉夫茨反应。该反应应用于各种3 H-吲哚-3-酮，以提供具有优异收率和对映选择性的产物。可以通过使用柱色谱法的单个分离步骤来回收手性催化剂，并且无需进一步纯化即可重复使用。根据实验研究，提出了一种可能的过渡态来解释不对称感应的起源。
• The Preparation of Several Deuterium Derivatives of Pyrrole
  作者：Foil A. Miller

  DOI：10.1021/ja01259a015

  日期：1942.7
• Ruthenium(II)-Mediated Carbon−Carbon Bond Formation between Acetonitrile and Pyrrole:  Combined Experimental and Computational Study
  作者：Karl A. Pittard、Thomas R. Cundari、T. Brent Gunnoe、Cynthia S. Day、Jeffrey L. Petersen

  DOI：10.1021/om0506668

  日期：2005.10.1

  The reaction of TpRu(CO)(NCMe)(Me) (1) and pyrrole forms TpRu(CO)kappa(2) -N,N-(H)N= C(Me)(NC4H3)} (2). The formation of complex 2 involves the cleavage of the N-H bond and 2-position C-H bonds of pyrrole as well as a C-C bond forming step between pyrrole and the acetonitrile ligand of 1. Mechanistic studies indicate that the most likely reaction pathway involves initial metal-mediated N-H activation of pyrrole to produce TpRu.(CO)(N-pyrrolyl)(NCMe) (3) followed by C-C bond formation and proton transfer. Complex 3 has been independently prepared and demonstrated to convert to 2. Computational studies support the suggested selectivity for initial N-H bond cleavage in preference to C-H bond activation.
• Microwave Determination of the Structure of Pyrrole
  作者：Bo/rge Bak、Daniel Christensen、Lise Hansen、John Rastrup‐Andersen

  DOI：10.1063/1.1742597

  日期：1956.4

  A number of deuterated pyrroles have been prepared and their microwave spectra recorded. For each isotopic species the two 1→2 transitions observable around 20 000 MHz were localized together with a number of Q-lines in the 17 400—26 000 MHz region scanned. For all isotopic molecules rotational constants were calculated. In this way seven mutually independent numerical data were obtained which is insufficient for a direct calculation of the nine geometrical parameters of pyrrole. Additional assumptions as to the length of the two C, H bonds lead to definite models for pyrrole.