benzoylacetone | 63289-96-3

• 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: benzoylacetone
• 英文别名: (Z)-3-hydroxy-1-phenyl-but-2-en-1-one
• CAS: 63289-96-3
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: DLVGHEXDQPIBDF-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzoylacetone 在 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.0h， 生成 2-ethylsulfanyl-6-phenyl-4H-thiopyran-4-one
  参考文献：
  名称：

  Pyranone, Thiopyranone, and Pyridone Inhibitors of Phosphatidylinositol 3-Kinase Related Kinases. Structure−Activity Relationships for DNA-Dependent Protein Kinase Inhibition, and Identification of the First Potent and Selective Inhibitor of the Ataxia Telangiectasia Mutated Kinase

  摘要：

  Structure-activity relationships have been investigated for inhibition of DNA-dependent protein kinase (DNA-PK) and ATM kinase by a series of pyran-2-ones, pyran-4-ones, thiopyran-4-ones, and pyridin-4-ones. A wide range of IC50 values were observed for pyranones and thiopyranones substituted at the 6-position, with the 3- and 5-positions proving intolerant to substitution. Related pyran-2-ones, pyran-4-ones, and thiopyran-4-ones showed similar IC50 values against DNA-PK, whereas the pyridin-4-one system proved, in general, ineffective at inhibiting DNA-PK. Extended libraries exploring the 6-position of 2-morpholino-pyran-4-ones and 2-morpholino-thiopyrano-4-ones identified the first highly potent and selective ATM inhibitor 2-morpholin-4-yl-6-thianthren-1-yl-pyran-4-one (151C; ATM; IC50 = 13 nM) and revealed constrained SARs for ATM inhibition compared with DNA-PK. One of the most potent DNA-PK inhibitors identified, 2-(4-methoxyphenyl)-6-(morpholin-4-yl)pyran-4-one (16; DNA-PK; IC50 = 220 nM) effectively sensitized HeLa cells to the topoisomerase II inhibitor etoposide in vitro.

  DOI：

  10.1021/jm061121y
• 作为产物：
  描述：

  3-吗啉-4-基-1-苯基-丁-2-烯-1-酮 在 溶剂黄146 作用下， 反应 2.0h， 以46%的产率得到benzoylacetone
  参考文献：
  名称：

  不对称的含三氟甲基的1，3-二羰基化合物与“推挽”烯胺的反应

  摘要：

  研究了“推挽式”烯胺与含三氟甲基的1,3-二羰基化合物的反应。发现该反应对烯胺的结构和反应条件均敏感。结果，获得了一组各种三氟甲基二烷基苯胺。

  DOI：

  10.1016/j.tetlet.2007.02.044

文献信息

• Iodomethane oxidative addition and CO migratory insertion in monocarbonylphosphine complexes of the type [Rh((C6H5)COCHCO((CH2)nCH3))(CO)(PPh3)]: Steric and electronic effects
  作者：Nomampondomise F. Stuurman、Jeanet Conradie

  DOI：10.1016/j.jorganchem.2008.10.040

  日期：2009.1

  oxidative addition rate constant approximately 500–600 times faster than that observed for the Monsanto catalyst [Rh(CO)2I2]−. The reaction rate of the first oxidative addition step in chloroform was not influenced by the increasing alkyl chain length of the R group on the β-diketonato ligand: k1 = 0.0333 ([Rh((C6H5)COCHCO(CH2CH3))(CO)(PPh3)]), 0.0437 ([Rh((C6H5)COCHCO(CH2CH2CH3))(CO)(PPh3)]) and 0.0354 dm3 mol−1 s−1

  通过UV / Vis，IR和NMR研究了碘甲烷氧化成[Rh（（C 6 H 5）COCHCOR）（CO）（PPh 3）]的化学动力学，其中R =（CH 2）n CH 3，n  = 1-3，由三个连续的反应步骤组成，涉及两个截然不同的Rh III-烷基种类和两个截然不同的Rh III-酰基种类的异构体。[Rh（（C 6 H 5）COCHCOR）（CO）（PPh 3）] + CH 3 I形成[Rh（（C 6 H 5））COCHCOR）（CH 3）（CO）（PPh 3）（I）]显示的二阶氧化加成速率常数比孟山都催化剂[Rh（CO）2 I 2 ] -所观察到的快约500-600倍。氯仿中第一氧化加成步骤的反应速率不受β-二酮基配体上R基团的烷基链长度增加的影响：k 1  = 0.0333（[Rh（（（C 6 H 5）COCHCO（CH 2 CH 3））（CO）（PPh 3）]），0.0437（[Rh（（C
• Variable-temperature NMR study of the enol forms of benzoylacetones
  作者：Evgueni V. Borisov、Evgueni V. Skorodumov、Valentina M. Pachevskaya、Poul Erik Hansen

  DOI：10.1002/mrc.1673

  日期：2005.12

  The enol forms of the β‐diketones, benzoylacetones, have been studied using long‐range carbon–hydrogen couplings involving the chelate OH proton, O1H chemical shifts, 13C chemical shifts and deuterium isotope effects on 13C chemical shifts. Studies were done in the temperature range from 268 to 181 K. The compounds are shown to be tautomeric, in opposition to a more symmetrical, delocalised, close

  β-二酮苯甲酰丙酮的烯醇形式已经使用长程碳氢偶联进行了研究，涉及螯合 OH 质子、O1H 化学位移、13C 化学位移和氘同位素对 13C 化学位移的影响。研究是在 268 到 181 K 的温度范围内进行的。 这些化合物被证明是互变异构的，与在极低温度下在固体中发现的更对称、离域、接近单势阱结构相反。二苯甲酰甲烷也是如此。在这些几乎对称的系统中，同位素对化学位移的影响是非常敏感的结构标准。平衡常数被确定并与其他类似化合物相关。版权所有 © 2005 John Wiley & Sons, Ltd.
• PHOTOLATENT CATALYSTS BASED ON ORGANOMETALLIC COMPOUNDS
  申请人：Kohli Steck Rachel

  公开号：US20100234485A1

  公开（公告）日：2010-09-16

  The present invention provides organometallic latent catalyst compounds, which are suitable as catalysts in polyaddition or polycondensation reactions which are catalysed by a Lewis acid type catalyst, in particular for the crosslinking of a blocked or unblocked isocyanate or isothiocyanate component with a polyol or polythiolto form a polyurethane (PU).

  本发明提供了有机金属潜伏催化剂化合物，适用于由Lewis酸类催化剂催化的聚加成反应或缩聚反应中作为催化剂，特别是用于将受阻或未受阻的异氰酸酯或异硫氰酸酯组分与多元醇或多硫醇交联以形成聚氨酯（PU）。
• MASS POLYMERIZABLE POLYCYCLOOLEFIN COMPOSITIONS CONTAINING SOLUBLE PHOTOACID GENERATORS
  申请人：PROMERUS, LLC

  公开号：US20210380733A1

  公开（公告）日：2021-12-09

  Embodiments in accordance with the present invention encompass compositions comprising a soluble photoacid generator, a organopalladium compound, a photosensitizer and one or more olefinic monomers which undergo vinyl addition polymerization when said composition is exposed to a suitable actinic radiation to form a substantially transparent film. The monomers employed therein have a range of optical and mechanical properties, and thus these compositions can be tailored to form films having various opto-electronic properties. Accordingly, compositions of this invention are useful in various applications, including as coatings, encapsulants, fillers, leveling agents, among others.

  根据本发明的实施例，包括可溶性光酸发生剂、有机钯化合物、光敏剂和一种或多种烯烃单体的组合物被涵盖在内，当该组合物暴露于适当的光辐射下时，这些单体会经历乙烯基加成聚合反应，形成一个基本透明的薄膜。其中使用的单体具有不同的光学和机械性能，因此这些组合物可以定制成具有各种光电性能的薄膜。因此，本发明的组合物在各种应用中都是有用的，包括作为涂料、封装材料、填充剂、平整剂等。
• MECHANOCHROMIC LUMINESCENT DIFLUOROBORON BETA-DIKETONATES
  申请人：Fraser Cassandra L.

  公开号：US20130210053A1

  公开（公告）日：2013-08-15

  The invention provides luminescent solid-state compositions comprising difluoroboron beta-diketonates wherein the compositions can exhibit mechanochromic luminescence. The mechanochromic effect on the luminescence can be reversible, such as thermally reversible. Various solid-state forms of the invention can have emission spectra that differ from the properties of the respective difluoroboron beta-diketonate in solution. The mechanochromic effect can be stimulated by pressure such as hand-writing, and can be reversed over a period of minutes to hours at room temperature. The invention also provides methods of making and methods of using the solid-state compositions, such as for sensors and for information displays for use in biological sensing, and in art, design, and consumer products. Compositions of the invention, such as compositions in nanoparticulate form, or contained within a matrix material, can be used in conjunction with fluorescence microscopy to provide information concerning pressures and tensions within and external to living cells, tissues, or organisms.

  本发明提供了包含二氟硼酮基二酮酸盐的发光固态组合物，其中该组合物可以表现出机械致发光性。该发光的机械致变色效应可以是可逆的，例如热可逆的。本发明的各种固态形式可以具有与相应的二氟硼酮基二酮酸盐在溶液中的性质不同的发射光谱。该机械致变色效应可以通过压力（如手写）刺激，并可以在室温下在几分钟到几小时内被逆转。本发明还提供了制备和使用固态组合物的方法，例如用于生物传感、艺术、设计和消费品的信息显示和传感器。本发明的组合物，例如纳米粒子形式的组合物或包含在基质材料中的组合物，可以与荧光显微镜一起使用，以提供有关细胞、组织或生物体内外压力和张力的信息。