4-(3-硝基苯基)丁烷-2-酮 | 3506-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(3-硝基苯基)丁烷-2-酮
• 英文名称: 4-(3-nitrophenyl)butan-2-one
• CAS: 3506-81-8
• 化学式: C₁₀H₁₁NO₃
• 分子量: 193.202
• InChiKey: VYVUFYWGUYOWTO-UHFFFAOYSA-N

物化性质

• 熔点：
  44.0-44.8 °C(Solv: dichloromethane (75-09-2); ligroine (8032-32-4))
• 沸点：
  321.2±17.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2914700090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  4-(3-硝基苯基)丁烷-2-酮 生成 4-(3-hydroxyphenyl)butan-2-one
  参考文献：
  名称：

  KRUBSACK A. J.; SEHGAL R.; LOONG W.-A.; SLACK W. E., J. ORG. CHEM. , 1975, 40, NO 22, 3179-3182

  摘要：

  DOI：
• 作为产物：
  描述：

  3-硝基苯硼酸 在 acetylacetonatodicarbonylrhodium(l) potassium hydrogen bifluoride 、 1,4-双(二苯基膦)丁烷 作用下， 以 甲醇 、 水 为溶剂， 反应 16.25h， 生成 4-(3-硝基苯基)丁烷-2-酮
  参考文献：
  名称：

  Potassium Alkenyl- and Aryltrifluoroborates:  Stable and Efficient Agents for Rhodium-Catalyzed Addition to Aldehydes and Enones

  摘要：

  [GRAPHICS]Potassium alkenyl- and aryltrifluoroborates undergo addition to enones and aldehydes in the presence of Rh(1) catalysts to give beta-functionalized ketones and allylic/benzylic alcohols, respectively. Reaction proceeds more rapidly than with the corresponding boronic acids, and the choice of phosphine ligand does not signifcantly influence the overall efficiency of addition.

  DOI：

  10.1021/ol9910767

文献信息

• Chemoselective and metal-free reduction of α,β-unsaturated ketones by <i>in situ</i> produced benzeneselenol from <i>O</i>-(<i>tert</i>-butyl) Se-phenyl selenocarbonate
  作者：Andrea Temperini、Marco Ballarotto、Carlo Siciliano

  DOI：10.1039/d0ra07128e

  日期：——

  The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol. This mild, metal-free and experimentally simple reduction procedure displays considerable functional-group compatibility, products are obtained in good to excellent yields, and the use

  亚芳基丙酮和查耳酮的碳碳双键可以通过O- (叔丁基)硒苯基硒代碳酸酯与盐酸在乙醇中的反应原位产生的苯硒醇选择性还原。这种温和、无金属且实验简单的还原过程显示出相当大的官能团兼容性，产品的收率非常好，并且避免使用有毒的 Se/CO 混合物和 NaSeH，或有气味且对空气敏感的苯硒醇.
• Selective CC bond hydrogenation in unsaturated nitro compounds in the presence of the RhCl3-aliquat 336 catalyst system
  作者：Ibrahim Amer、Tamar Bravdo、Jochanan Blum、K. Peter、C. Vollhardt

  DOI：10.1016/s0040-4039(00)95359-0

  日期：1987.1

  The ion pair formed from aqueous rhodium trichloride and Aliquat 336 catalyzes the selective hydrogenation of olefinic CC bonds of a variety of unsaturated nitro compounds in a two liquid phase system at 30°C. Nitrobenzene gives, under these conditions, a mixture of aniline and nitrocyclohexane.

  由三氯化铑水溶液和Aliquat 336形成的离子对可在30°C的两液相系统中催化多种不饱和硝基化合物的烯烃CC键的选择性加氢。在这些条件下，硝基苯产生苯胺和硝基环己烷的混合物。
• Arenediazonium <i>o</i>-Benzenedisulfonimides in Heck-Type Arylation of Allylic Alcohols
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera

  DOI：10.1055/s-2006-950245

  日期：2006.10

  with primary and secondary allylic alcohols. The reactions, carried out in aqueous ethanol in the presence of palladium(II) acetate as precatalyst and sodium hydrogen carbonate as base, gave the arylation products with good overall conversion. In all cases, the major products were the β-arylated carbonyl derivatives. The o-benzene-disulfonimide was recovered in high yield from all the reactions, and it

  芳烃重氮邻苯二磺酰亚胺与伯和仲烯丙醇反应。在醋酸钯 (II) 作为预催化剂和碳酸氢钠作为碱的存在下，在含水乙醇中进行的反应得到了具有良好总转化率的芳基化产物。在所有情况下，主要产物都是 β-芳基化羰基衍生物。从所有反应中以高收率回收邻苯二磺酰亚胺，并将其循环用于制备其他盐。
• Improving the Atom Efficiency of the Wittig Reaction by a “Waste as Catalyst/Co-catalyst” Strategy
  作者：Jun-Jie Cao、Feng Zhou、Jian Zhou

  DOI：10.1002/anie.201000896

  日期：——

  Waste not want not: Reported is a strategy to improve the atom economy of the Wittig reaction by using it in tandem reactions that directly employ the waste Ph3PO as an in‐situ‐generated Lewis base catalyst/co‐catalyst in the next step (see scheme).

  不需要的废物：已报道了一种通过在串联反应中使用Wittig反应的原子经济性的策略，该串联反应直接将废物Ph 3 PO用作下一步的原位生成的路易斯碱催化剂/助催化剂（请参阅方案）。
• [EN] 1,4,5,6-TETRAHYDRO-PYRIMIDIN-2-YLAMINE COMPOUNDS<br/>[FR] COMPOSÉS DE 1,4,5,6-TÉTRAHYDRO-PYRIMIDIN-2-YLAMINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2012019966A1

  公开（公告）日：2012-02-16

  This invention relates to compounds of the formula wherein R1 to R9 are as described below, or to pharmaceutically acceptable salts thereof. These compounds are BACE2 inhibitors and can be used as medicaments for the therapeutic and/or prophylactic treatment of diseases such as diabetes, particularly type 2 diabetes, and other metabolic disorders.

  这项发明涉及以下公式中的化合物，其中R1至R9如下所述，或其药学上可接受的盐。这些化合物是BACE2抑制剂，可用作治疗和/或预防糖尿病等疾病的药物，特别是2型糖尿病和其他代谢性疾病的治疗药物。