2,2-tetramethyl-5,5-dimethoxy-4-phenyl-3-imidazoline-1-oxyl | 132839-48-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-tetramethyl-5,5-dimethoxy-4-phenyl-3-imidazoline-1-oxyl
• CAS: 132839-48-6
• 化学式: C₁₃H₁₇N₂O₃
• 分子量: 249.29
• InChiKey: CZHXNBWXUHVPQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-tetramethyl-5,5-dimethoxy-4-phenyl-3-imidazoline-1-oxyl 在 氯化铵 、 锌 作用下， 以 甲醇 为溶剂， 以70%的产率得到2,2-dimethyl-5-methoxy-4-phenyl-2H-imidazol 1-oxide
  参考文献：
  名称：

  Reduction of α,α-dialkoxy-substituted nitroxides: the synthesis of α-alkoxynitrones and acetals ofN-hydroxyamides

  摘要：

  Reduction of stable nitroxides derived from tetrahydrooxazole, tetrahydroimidazole, 2,5-dihydroimidazole, and 2,5-dihydroimidazole 3-oxide containing alkoxy groups in alpha-position to the nitroxyl group affords alpha-alkoxynitrones, acetals of N-hydroxyamides, or their equilibrium mixtures.

  DOI：

  10.1007/bf02494863
• 作为产物：
  描述：

  2-异亚硝基苯乙酮 在 ammonium acetate 、 lead dioxide 、 溶剂黄146 作用下， 反应 20.0h， 生成 2,2-tetramethyl-5,5-dimethoxy-4-phenyl-3-imidazoline-1-oxyl
  参考文献：
  名称：

  Synthesis of 2H-imidazole 1-oxides and stable nitroxyl radicals based on them

  摘要：

  2H-Imidazole 1-oxides containing an aldonitrone group in the heterocyclic ring are obtained by the condensation of hydroximinomethyl ketones with ketones and ammonium acetate. Their oxidation with lead dioxide in methanol gives stable nitroxyl radicals - 5,5-dimethoxy-3-imidazoline-1-oxyls.

  DOI：

  10.1007/bf00960421

文献信息

• The competition of basicity and steric factors in the nitroxide donor functions in metal complexes: The study of M(hfac)2(M = Co, Ni) adducts with 3-imidazoline nitroxides
  作者：Alexei B. Burdukov、Victor I. Ovcharenko、Renad Z. Sagdeev、Natalie V. Pervukhina、Vladimir N. Ikorskii、Igor A. Kirilyuk、Igor A. Grigor'ev

  DOI：10.1016/0277-5387(96)00159-3

  日期：1996.9

  coordination for steric reasons. In M(hfac)2(H2O)2L22 the nitroxide moieties are H-bonded to the coordinated water molecules through the imine nitrogen atoms and methoxy oxygen atoms. The nitroxide L2 is unstable in the presence of Co(hfac)2 and on removal of water decomposes to yield the adduct with nitrone Co(hfac)2L23, L3 = 2,2-dimethyl-5-methoxy-4-phenyl-2H-imidazol 1-oxide. The complexes M(hfac)2L21 demonstrate

  相似的氮氧化物2,2,5,5-四甲基-4-苯基-3-咪唑啉-1-氧基（L 1）和2,2-二甲基-5,5-二甲氧基-4-苯基-3-咪唑啉-1 -与钴和六氟乙酰丙酮化镍反应生成的不同组成的配合物生成的-氧基（L 2）：M（hfac）2 L 2 1和M（hfac）2（H 2 O）2 L 2 2。在M（hfac）2 L 2 1配合物中，氮氧化物通过氮氧化物氧与金属离子键合，但由于空间原因，亚胺氮不参与配位。在M（hfac）2（H 2 O）2中在L 2 2中，氮氧化物部分通过亚胺氮原子和甲氧基氧原子与键合的水分子氢键结合。氮氧化物L 2在Co（hfac）2的存在下是不稳定的，并且在除去水时分解，从而生成与亚硝基Co（hfac）2 L 2 3的加合物，L 3 = 2,2-二甲基-5-甲氧基-4 -苯基-2 H-咪唑1-氧化物。配合物M（hfac）2 L 2 1表现出金属离子与氮氧化物之间的强反铁磁耦合。
• Synthesis of 2H-imidazole 1-oxides and stable nitroxyl radicals based on them
  作者：I. A. Kirilyuk、I. A. Grigor'ev、L. B. Volodarskii

  DOI：10.1007/bf00960421

  日期：1991.9

  2H-Imidazole 1-oxides containing an aldonitrone group in the heterocyclic ring are obtained by the condensation of hydroximinomethyl ketones with ketones and ammonium acetate. Their oxidation with lead dioxide in methanol gives stable nitroxyl radicals - 5,5-dimethoxy-3-imidazoline-1-oxyls.
• Reduction of α,α-dialkoxy-substituted nitroxides: the synthesis of α-alkoxynitrones and acetals ofN-hydroxyamides
  作者：S. M. Bakunova、I. A. Grigor'ev、I. A. Kirilyuk、L. B. Voldarsky

  DOI：10.1007/bf02494863

  日期：1999.11

  Reduction of stable nitroxides derived from tetrahydrooxazole, tetrahydroimidazole, 2,5-dihydroimidazole, and 2,5-dihydroimidazole 3-oxide containing alkoxy groups in alpha-position to the nitroxyl group affords alpha-alkoxynitrones, acetals of N-hydroxyamides, or their equilibrium mixtures.