4-tert-butyl-2,6-dinitrobenzaldehyde | 173449-89-3

• 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: 4-tert-butyl-2,6-dinitrobenzaldehyde
• CAS: 173449-89-3
• 化学式: C₁₁H₁₂N₂O₅
• 分子量: 252.227
• InChiKey: UOBWIFYBBSRXBT-UHFFFAOYSA-N

物化性质

• 沸点：
  359.8±42.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-tert-butyl-2,6-dinitrobenzaldehyde 在 盐酸 、 三氟化硼乙醚 、 氯化铵 、 tin(ll) chloride 作用下， 以 various solvent(s) 为溶剂， 反应 3.75h， 生成
  参考文献：
  名称：

  Synthesis of the first superstructured chiral corrole

  摘要：

  通过将原始的双(二氨基苯基)珊瑚与两个手性二萘基双酸酰氯手柄反应，合成了首个手性超结构珊瑚。

  DOI：

  10.1039/b200188h
• 作为产物：
  描述：

  4-叔丁基甲苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 硫酸 、 硝酸 、 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 19.5h， 生成 4-tert-butyl-2,6-dinitrobenzaldehyde
  参考文献：
  名称：

  Synthesis and Prior Misidentification of 4-tert-Butyl-2,6-dinitrobenzaldehyde

  摘要：

  Substituted 2,6-dinitrobenzaldehydes are valuable synthetic precursors and have been prepared by several methods. We report here that one reported synthetic method actually forms the 3,5-dinitro isomer, 4-tert-butyl-3,5-dinitrobenzaldehyde, instead of the claimed 2,6-isomer, 4-tert-butyl-2,6-dinitrobenzaldehyde. Improved syntheses for the large-scale preparation of both compounds and their single-crystal X-ray structures are described.

  DOI：

  10.1021/acs.joc.9b01737

文献信息

• Efficient Synthesis of a Porphyrin−N-Tripod Conjugate with Covalently Linked Proximal Ligand:  Toward New-Generation Active-Site Models of Cytochrome <i>c</i> Oxidase
  作者：James P. Collman、Min Zhong、Zhong Wang、Miroslav Rapta、Eric Rose

  DOI：10.1021/ol9911730

  日期：1999.12.1

  [GRAPHICS]A new generation cytochrome c oxidase active-site model compound (4) featuring both a trisimidazolyl moiety and a proximal base has been designed and efficiently synthesized. During this study, a facile method based on the chemistry of a 4 magnesioimidazole derivative to synthesize 4-imidazolyl-containing tripodal ligands (7) has been developed.
• On the Illusive Nature of <i>o</i>-Formylazobenzenes:  Exploiting the Nucleophilicity of the Azo Group for Cyclization to Indazole Derivatives
  作者：Maike V. Peters、Ragnar S. Stoll、Richard Goddard、Gernot Buth、Stefan Hecht

  DOI：10.1021/jo061288z

  日期：2006.9.1

  [GRAPHICS]Facile rearrangement of azobenzenes is shown to occur in cases where the azo group is placed in the ortho position to carbonyl electrophiles to furnish the indazole skeleton. While this study demonstrates the illusive nature of o-formylazobenzenes, it offers potential for the synthesis of indazoles and related heterocycles.
• Synthesis of Biomimetic Heme Precursors:  The “Double Picket Fence” 5,10,15,20-Tetrakis(2‘,6‘- dinitro-4‘-<i>tert</i>-butylphenyl)porphyrin
  作者：Eric Rose、Alain Kossanyi、Mélanie Quelquejeu、Michèle Soleilhavoup、Frédéric Duwavran、Nicolas Bernard、Alexandra Lecas

  DOI：10.1021/ja952580j

  日期：1996.1.1
• Bis-Faced Aminoporphyrin Templates for the Synthesis of Chiral Catalysts and Hemeprotein Analogues
  作者：Eric Rose、Michèle Soleilhavoup、Lorraine Christ-Tommasino、Gilles Moreau、James P. Collman、Mélanie Quelquejeu、Andrei Straumanis

  DOI：10.1021/jo9718713

  日期：1998.3.1
• Synthesis and Prior Misidentification of 4-<i>tert</i>-Butyl-2,6-dinitrobenzaldehyde
  作者：Daniel J. Martin、Brandon Q. Mercado、James M. Mayer

  DOI：10.1021/acs.joc.9b01737

  日期：2019.9.20

  Substituted 2,6-dinitrobenzaldehydes are valuable synthetic precursors and have been prepared by several methods. We report here that one reported synthetic method actually forms the 3,5-dinitro isomer, 4-tert-butyl-3,5-dinitrobenzaldehyde, instead of the claimed 2,6-isomer, 4-tert-butyl-2,6-dinitrobenzaldehyde. Improved syntheses for the large-scale preparation of both compounds and their single-crystal X-ray structures are described.