4-Methylselenylpyridine | 91238-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-Methylselenylpyridine
• 英文别名: Pyridine, 4-(methylseleno)-；4-methylselanylpyridine
• CAS: 91238-52-7
• 化学式: C₆H₇NSe
• 分子量: 172.088
• InChiKey: JSSFYVJOGLYXQF-UHFFFAOYSA-N

物化性质

• 沸点：
  220.2±22.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.46
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-丙烷磺内酯 、 4-Methylselenylpyridine 以 1,2-二氯乙烷 为溶剂， 反应 6.0h， 以86%的产率得到
  参考文献：
  名称：

  Novel selenium containing non-detergent sulphobetaines

  摘要：

  The first selenium containing non-detergent sulphobetaines are described. They have been prepared in multi-gram quantities from readily available pyridyl precusors. Incorporation of selenium was achieved using nucleophilic organoselenide anions. The resulting products were shown by Se-77 NMR spectroscopy to be homogeneous with respect to selenium oxidation state. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.004
• 作为产物：
  描述：

  4-氯吡啶 、 甲基锂 在 selenium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 49.0h， 以71%的产率得到4-Methylselenylpyridine
  参考文献：
  名称：

  Novel selenium containing non-detergent sulphobetaines

  摘要：

  The first selenium containing non-detergent sulphobetaines are described. They have been prepared in multi-gram quantities from readily available pyridyl precusors. Incorporation of selenium was achieved using nucleophilic organoselenide anions. The resulting products were shown by Se-77 NMR spectroscopy to be homogeneous with respect to selenium oxidation state. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.004

文献信息

• The synthesis of bis(phenylselenenyl), b1s(alkylselenenyl)pyridines and of pyridylselenolate anions
  作者：Marcello Tiecco、Lorenzo Testaferri、Marco Tingoli、Donatella Chianelli、Donatella Bartoli、Roberta Balducci

  DOI：10.1016/s0040-4020(01)86193-7

  日期：1988.1

  result of an SN2 substitution process. Addition of -propyl iodide afforded the halogenopyridyl -propyl selenides. Treatment of these compounds with excess MeSeLi gave the (-propylselenenyl)pyridylselenolate anions which were directly treated with an alkylating agent and good yields of bis(alkylselenenyl)pyridines were obtained. All these nucleophilic aromatic substitution reactions were completely regiospecific

  几种二卤代吡啶与PhSeNa或HeSeLi在DMF中的反应提供了高产率的单取代产物。用过量的PhSeNa容易得到双（苯基硒烯基）吡啶，而用过量的MeSeLi，由于S N 2取代过程，最初形成的卤代吡啶基甲基硒化物而不是芳香族取代基发生脱烷基反应，得到卤代吡啶基硒酸根阴离子。加入-丙基碘化物，得到卤代吡啶基-丙基硒化物。用过量的MeSeLi处理这些化合物可得到（获得了直接用烷基化剂处理的-丙基硒烯基）吡啶基硒烯酸根阴离子，并获得了高产率的双（烷基硒烯基）吡啶。所有这些亲核芳族取代反应都是完全区域特异性的。
• Kamiyama, Tsutomu; Enomoto, Saburo; Inoue, Masami, Chemical and pharmaceutical bulletin, 1985, vol. 33, # 12, p. 5184 - 5189
  作者：Kamiyama, Tsutomu、Enomoto, Saburo、Inoue, Masami

  DOI：——

  日期：——
• Kinetic and thermodynamic control in the metalation of pyridine. A direct synthesis of 2- and 4-substituted pyridines
  作者：J. Verbeek、L. Brandsma

  DOI：10.1021/jo00194a046

  日期：1984.10
• Dunne, Simon J.; Summers, Lindsay A.; Nagy-Felsobuky, Ellak I. von, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 72, # 1-4, p. 103 - 120
  作者：Dunne, Simon J.、Summers, Lindsay A.、Nagy-Felsobuky, Ellak I. von

  DOI：——

  日期：——
• KAMIYAMA, TSUTOMU;ENOMOTO, SABURO;INOUE, MASAMI, CHEM. AND PHARM. BULL., 1985, 33, N 12, 5184-5189
  作者：KAMIYAMA, TSUTOMU、ENOMOTO, SABURO、INOUE, MASAMI

  DOI：——

  日期：——