cis-p-Nitro-benzal-aceton | 946-49-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: cis-p-Nitro-benzal-aceton
• 英文别名: (Z)-4-(4-Nitrophenyl)-3-buten-2-one；(Z)-4-(4-nitrophenyl)but-3-en-2-one
• CAS: 946-49-6
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: KMCRQJMZUHNLKJ-IHWYPQMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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

反应信息

• 作为产物：
  描述：

  甲氧苯胺 、 2-oxopropyl-phosphonic acid bis(2,2,2-trifluoroethyl)ester 在 18-冠醚-6 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以98%的产率得到cis-p-Nitro-benzal-aceton
  参考文献：
  名称：

  A highly selective synthesis of (Z)-α,β-unsaturated ketones

  摘要：

  New Wadsworth-Emmons reagents, bis(2,2,2-trifluoroethyl)-(2-oxopropyl)phosphonate 6 and bis(2,2,2-trifluoroethyl)-(1-methyl-2-oxopropyl)-phosphonate 7 were prepared and their reactions with aldehydes yielded disubstituted and trisubstituted (Z)-alpha,beta-unsaturated ketones. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01393-3

文献信息

• Wittig Reactions in Water Media Employing Stabilized Ylides with Aldehydes. Synthesis of α,β-Unsaturated Esters from Mixing Aldehydes, α-Bromoesters, and Ph₃P in Aqueous NaHCO₃
  作者：Amer El-Batta、Changchun Jiang、Wen Zhao、Robert Anness、Andrew L. Cooksy、Mikael Bergdahl

  DOI：10.1021/jo070665k

  日期：2007.7.1

  range of stabilized ylides and aldehydes. Despite sometimes poor solubility of the reactants, good chemical yields normally ranging from 80 to 98% and high E-selectivities (up to 99%) are achieved, and the rate of the reactions in water is unexpectedly accelerated. The efficiency of water as a medium in the Wittig reaction is compared to conventional organic solvents ranging from carbon tetrachloride

  事实证明，水是在多种稳定的乙炔和醛上进行维蒂希反应的有效介质。尽管有时反应物的溶解度较差，但通常可获得80-98 ％的良好化学收率和较高的E选择性（高达99％），并且在水中的反应速度出乎意料地加快了。将水作为Wittig反应介质的效率与常规有机溶剂（从四氯化碳到甲醇）进行了比较。当存在大量疏水性实体（例如芳香族，杂环芳香族甲醛和长链脂族醛与三苯基膦）时，维蒂希水溶液反应最有效。该Ë / ž维蒂希产物的β-异构体比例取决于电子接受/给体能力和存在于芳环中的取代基的位置。研究了添加剂（例如苯甲酸，LiCl和十二烷基硫酸钠（SDS））对Wittig反应的影响。Wittig反应也可以在酸性实体例如苯酚和羧酸的存在下进行。另外，脂族醛中的大α-取代基不会危害反应。还证明了醛的水合物可以直接在含水维蒂希反应中用作底物。Wittig水溶液的反应范围扩展到Ph 3的一锅混合物的24个例子碳酸氢钠溶液中的P
• N,N,N′,N′-Tetramethylenediamine dioxide (TMEDAO₂) facilitates atom economical/open atmosphere Ley–Griffith (TPAP) tandem oxidation-Wittig reactions
  作者：Christopher D. G. Read、Peter W. Moore、Craig M. Williams

  DOI：10.1039/c5gc01346a

  日期：——

  N,N,N′,N′-Tetramethylethylenediamine dioxide (TMEDAO₂) was explored as a more atom economical co-oxidant for the Ley–Griffith oxidation of alcohols to aldehydes.

  N, N, N′, N′-四甲基乙二胺二氧化物（TMEDAO2）被探讨作为 Ley–Griffith 氧化醇制醛反应中更具原子经济性的辅助氧化剂。
• Wittig Reactions of Stabilized Phosphorus Ylides with Aldehydes in Water
  作者：Jinlong Wu、Da Zhang、Shaoyong Wei

  DOI：10.1081/scc-200054816

  日期：2005.5

  Abstract The Wittig reactions of three stabilized phosphorus ylides with aldehydes in water were investigated. Most of the olefination reactions completed within 5–60 min in refluxing water in the presence of 1.2 M LiCl to afford the olefin products in 65–98% yields. It was found that the Wittig reactions of stabilized phosphorus ylides with aldehydes in water were faster than those carried out in

  摘要 研究了三种稳定的磷叶立德与醛在水中的Wittig反应。大多数烯烃化反应在 5-60 分钟内在回流水中在 1.2 M LiCl 存在下完成，以 65-98% 的产率提供烯烃产物。发现稳定的磷叶立德与醛在水中的 Wittig 反应比在有机溶剂中进行的反应更快。
• AGONISTS OF GPR40
  申请人：Ranganath Rao Jagannath Madanahalli

  公开号：US20130237571A1

  公开（公告）日：2013-09-12

  The present invention relates to compounds that have the ability to modulate the activity of GPR40 and are therefore useful in the treatment of GPR40 related disorders. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders related to GPR40 activity.

  本发明涉及具有调节GPR40活性能力的化合物，因此在治疗与GPR40相关的疾病方面非常有用。此外，本发明还涉及这些化合物的制备方法、含有这些化合物的制药组合物以及在治疗与GPR40活性相关的某些疾病方面使用这些化合物的用途。
• A tandem Aldol condensation/dehydration co-catalyzed by acylase and N-heterocyclic compounds in organic media
  作者：Xiang Chen、Bo-Kai Liu、Hong Kang、Xian-Fu Lin

  DOI：10.1016/j.molcatb.2010.09.014

  日期：2011.1

  A tandem Aldol condensation/dehydration of aldehydes and ketones could be performed under D-aminoacylase and N-heterocyclic compounds used as co-catalyst in organic media Some control experiments have been designed to demonstrate that either acylase or N-heterocyclic compounds could not catalyze the tandem reaction The acylase showed the highest activity in the presence of imidazole and has been used to catalyze the tandem Aldol condensation/dehydration between different aldehydes and ketones This method has provided a new strategy to perform the tandem Aldol condensation/dehydration and expanded the application of biocatalysts (c) 2010 Elsevier B V All rights reserved