1-[4-(dimethylamino)phenyl]-2-nitro-ethanol | 18731-42-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-[4-(dimethylamino)phenyl]-2-nitro-ethanol
• 英文别名: 1-(p-Dimethylamino-phenyl)-2-nitro-aethanol-(1)；1-[4-(Dimethylamino)phenyl]-2-nitroethanol；1-[4-(dimethylamino)phenyl]-2-nitroethanol
• CAS: 18731-42-5
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: YEBQHSJOBJPLEW-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  386.6±42.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硝基甲烷 、 对二甲氨基苯甲醛 以 aq. phosphate buffer 为溶剂， 反应 40.0h， 以61%的产率得到1-[4-(dimethylamino)phenyl]-2-nitro-ethanol
  参考文献：
  名称：

  在中性 pH 值的水性介质中的亨利反应

  摘要：

  报道了一种在室温下在中性 pH 条件下在磷酸盐缓冲液中从硝基烷烃和醛合成 β-硝基醇的有效方法。在高级硝基烷烃的情况下，该反应显示出非常好的非对映选择性，优先得到顺式 β-硝基醇而不是它们的反产物。

  DOI：

  10.1002/ejoc.201201682

文献信息

• Henry Reaction in Aqueous Media at Neutral pH
  作者：Pranjal P. Bora、Ghanashyam Bez

  DOI：10.1002/ejoc.201201682

  日期：2013.5

  An efficient method for the synthesis of β-nitro alcohols from nitro alkanes and aldehydes in aqueous phosphate buffer under neutral pH conditions at room temperature is reported. In the case of higher nitro alkanes, the reaction showed very good diastereoselectivity to give syn β-nitro alcohols in preference to their anti products.

  报道了一种在室温下在中性 pH 条件下在磷酸盐缓冲液中从硝基烷烃和醛合成 β-硝基醇的有效方法。在高级硝基烷烃的情况下，该反应显示出非常好的非对映选择性，优先得到顺式 β-硝基醇而不是它们的反产物。
• Nitroaldol-reaction of aldehydes in the presence of non-activated Mg:Al 2:1 hydrotalcite; a possible new mechanism for the formation of 2-aryl-1,3-dinitropropanes
  作者：Agnieszka Cwik、Aliz Fuchs、Zoltán Hell、Jean-Marc Clacens

  DOI：10.1016/j.tet.2005.02.055

  日期：2005.4

  Commercially available, non-activated 2:1 Mg:Al hydrotalcite catalyzes the nitroaldol reaction between a variety of aromatic and aliphatic aldehydes and simple nitroalkanes such as nitromethane and nitroethane. A new mechanism is proposed for the formation of the 1,3-dinitropropanes. The threo/erythro diastereoselectivity of the nitroethane-adducts was determined by 1H NMR spectroscopy and was found

  市售的未活化2：1 Mg：Al水滑石可催化各种芳香族和脂肪族醛与简单的硝基烷烃（如硝基甲烷和硝基乙烷）之间的硝基醛反应。提出了一种新的机理来形成1，3-二硝基丙烷。的苏/赤的硝基乙烷加合物的非对映选择性，通过测定1个H NMR光谱，发现其范围从50:50至70:30。芳族醛的取代基影响异构体比率。
• Highly efficient nanosized mesoporous CuMgAl ternary oxide catalyst
  申请人：King Abdulaziz University

  公开号：US11045792B1

  公开（公告）日：2021-06-29

  Highly efficient nanosized mesoporous CuMgAl ternary oxide catalysts are provided.

  提供高效的纳米级介孔CuMgAl三元氧化物催化剂。
• Choline chloride based eutectic solvents: Magical catalytic system for carbon–carbon bond formation in the rapid synthesis of β-hydroxy functionalized derivatives
  作者：Balvant Shyam Singh、Hyacintha Rennet Lobo、Ganapati Subray Shankarling

  DOI：10.1016/j.catcom.2012.03.021

  日期：2012.7

  Significant beta-hydroxy functionalized derivatives including nitroaldols, beta-hydroxy nitriles and beta-hydroxy carboxylic acids were successfully prepared, for the first time, by catalytic use of deep eutectic solvents (DES). This paper explores the versatility and effectiveness of DES as catalyst in three different carbon-carbon bond formation reactions. The uniqueness of this catalyst lies in its simplicity since it avoids expensive catalysts and multi-step synthesis as reported in literature. The compounds, which are potent intermediates for innumerable useful products, were synthesized in excellent yields within very short reaction times. The catalyst prepared from choline chloride and urea, is biodegradable, non-toxic, cost-effective and recyclable. (C) 2012 Elsevier B.V. All rights reserved.
• Boileau, Bulletin de la Societe Chimique de France, 1953, p. 1007
  作者：Boileau

  DOI：——

  日期：——