N-叔丁基-alpha-(2,4,6-三甲氧基-苯基)硝酮 | 57833-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: N-叔丁基-alpha-(2,4,6-三甲氧基-苯基)硝酮
• 英文名称: N-tert-butyl-α-(2,4,6-trimethoxyphenyl)nitrone
• 英文别名: α-2,4,6-(trimethoxyphenyl)-N-tert-butylnitrone；(Z)-N-2,4,6-Trimethoxybenzylidene-t-butanamine oxide；2,4,6-Trimethoxy-phenyl-N-t-butylnitron；N-tert-Butyl-alpha-(2,4,6-trimethoxy-phenyl)nitrone,99；N-tert-butyl-1-(2,4,6-trimethoxyphenyl)methanimine oxide
• CAS: 57833-64-4
• 化学式: C₁₄H₂₁NO₄
• 分子量: 267.325
• InChiKey: PHKZCVKPGLECTC-DHDCSXOGSA-N

物化性质

• 熔点：
  98-100 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-叔丁基-alpha-(2,4,6-三甲氧基-苯基)硝酮 生成 2-methyl-N-oxidopropan-2-amine
  参考文献：
  名称：

  REHOREK, D.;DU, BOSE, C. M.;JANZEN, E. G., Z. CHEM., 1984, 24, N 5, 188

  摘要：

  DOI：
• 作为产物：
  描述：

  2-甲基-2-硝基丙烷 、 2,4,6-三甲氧基苯甲醛 在 溶剂黄146 、 锌 作用下， 以 乙醇 为溶剂， 生成 N-叔丁基-alpha-(2,4,6-三甲氧基-苯基)硝酮
  参考文献：
  名称：

  氟代链烷酸酯和氟化异恶唑烷酮的立体选择性合成：控制亚硝基双反应性的N-取代基

  摘要：

  α-氟链烯酸酯和4-氟-5-异恶唑烷酮因其潜在的生物学应用而备受关注。现在，我们通过硝酮与α-氟代-α-溴乙酸酯之间的反应证明（E）-α-氟代链烯酸酯和4-氟代-5-异恶唑烷酮的合成。通过改变硝酮中的N-取代基，可以实现高化学选择性和立体选择性，分别获得（E）-α-氟代链烯酸酯和4-氟-5-异恶唑烷酮。已经进行了实验和计算研究以阐明反应机理。线性自由能关系研究进一步表明，N取代基效应主要是电子起源的。

  DOI：

  10.1002/chem.201303509

文献信息

• A highly stereoselective synthesis of α,β-unsaturated oxazolines
  作者：Vito Capriati、Leonardo Degennaro、Saverio Florio、Renzo Luisi

  DOI：10.1016/s0040-4039(01)02025-1

  日期：2001.12

  Lithiated 2,4,4-trimethyl-2-oxazoline 2a and 2-chloromethyl-4.4-dimethyl-2-oxazoline 2b react smoothly with a number of nitrones 3 to produce alpha,beta -unsaturated oxazolines 6 and 7 highly stereoselectively. (C) 2001 Elsevier Science Ltd. All rights reserved.
• On the Addition of Lithiated 2-Alkyl- and 2-(Chloroalkyl)-4,5-dihydro-1,3-oxazoles to Nitrones − A Mechanistic Investigation
  作者：Vito Capriati、Leonardo Degennaro、Saverio Florio、Renzo Luisi

  DOI：10.1002/1099-0690(200209)2002:17<2961::aid-ejoc2961>3.0.co;2-f

  日期：2002.9

  The addition of 2-(lithioalkyl)-4,5-dihydro-1,3-oxazoles 2a-c and 2-[chloro(lithio)alkyl]-4,5-dihydro-1,3-oxazoles 2d,e to nitrones 3 has been studied. While lithiated 2-methyl-4,5-dihydro-1,3-oxazole 2a adds stereoselectively to nitrones 3, resulting after long reaction times (3 h) in the formation of 2-[(E)-alkenyl]-4,5-dihydro-1,3-oxazoles 8a-h, lithiated 2(chloromethyl)-4,5-dihydro-1,3-oxazole 2e affords 2-[(Z)-alkenyl]-4,5-dihydro-1,3-oxazoles 26a-d and 26f-h. alpha-Lithiated 2-ethyl-4,5-dihydro-1,3-oxazole 2b adds to 3a to give the 1,6-dioxa-2,9-diazaspiro[4.4]nonane 9 and 2-alkenyl-4,5-dihydro-1,3-oxazole 14 after treatment with oxalic acid. Quenching after short reaction times shows that the conversions of 2a to 8 and of 2b to 14 go through spirocyclic compounds 7 and 9, while the reaction between 2e and 3a, quenched even at short reaction times, gives a mixture of the 1,6-dioxa-2,9diazaspiro[4.4]nonanes 21-H and 22-H and the 2-(1,2-oxazetidin-4-yl)-4,5-dihydro-1,3-oxazoles 25a and 27a. The addition of 2c to 3a furnishes the 1,6-dioxa-2,9-diazaspiro[4.4]nonane 15 and then isoxazolidin-5-one 16 upon hydrolysis with oxalic acid. The addition of 2d to 3a gives the 1,6-dioxa-2,9-diazaspiro[4.4]nonanes 17b and 18b after short reaction times and the 2-(1,2-oxazetidin-4-yl)-4,5-dihydro-1,3-oxazole 19 after long reaction times. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
• Recognition ability of cyclodextrin for alkyl groups in nitroxides as studied by electron spin resonance
  作者：Yashige Kotake、Edward G. Janzen

  DOI：10.1021/ja00196a018

  日期：1989.7