1-苯基-2-(1-苯基-乙基)-丁烷-1,3-二酮 | 5870-49-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-苯基-2-(1-苯基-乙基)-丁烷-1,3-二酮
• 英文名称: 1-phenyl-2-(1-phenylethyl)-1,3-butanedione
• 英文别名: 1-phenyl-2-(1-phenylethyl)butane-1,3-dione
• CAS: 5870-49-5
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: UEGZBAFHIJJHMT-UHFFFAOYSA-N

物化性质

• 熔点：
  84-86 °C
• 沸点：
  403.8±33.0 °C(Predicted)
• 密度：
  1.082±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914399090

反应信息

• 作为产物：
  描述：

  1,3-联苯-1-丁酮 在 对甲苯磺酸 作用下， 以 正己烷 为溶剂， 反应 2.0h， 生成 1-苯基-2-(1-苯基-乙基)-丁烷-1,3-二酮
  参考文献：
  名称：

  Direct photolysis and electron transfer photooxygenation of enol acetates of 3-phenylpropiophenones

  摘要：

  Direct photolysis of enol acetates of 3-phenylpropiophenones la-c gives rise to the parent propiophenones 2a-c and the 1,3-acyl shift products 3a-c. By contrast, 2,4,6-triphenylpyrylium tetrafluoroborate sensitized photolysis of substrates la-c affords the alpha-acetyloxypropiophenones 79-c as the most general products. These results have been rationalized according to the generation of radical pairs in the direct photolysis and radical cations in the photoinduced electron transfer processes.

  DOI：

  10.1007/bf00808680

文献信息

• Amberlyst-15® in ionic liquid: an efficient and recyclable reagent for the benzylation and hydroalkylation of β-dicarbonyl compounds
  作者：Ziyauddin S. Qureshi、Krishna M. Deshmukh、Pawan J. Tambade、Bhalchandra M. Bhanage

  DOI：10.1016/j.tetlet.2009.11.122

  日期：2010.1

  Benzylation and hydroalkylation of 1,3-dicarbonyl compounds using Amberlyst-15 immobilized in ionic liquid [Bmim][PF6] as an efficient reusable reagent was studied. The reagent was compared with other solid acid reagents along with role of the ionic liquid. The effect of various reaction parameters like type of reagent, solvent, substrate molar ratio, reaction time, and temperature were studied. Present

  以固定在离子液体[Bmim] [PF 6 ]中的Amberlyst-15为有效的可重复使用试剂，研究了1,3-二羰基化合物的苯甲酸酯化和加氢烷基化。将该试剂与其他固体酸试剂以及离子液体的作用进行了比较。研究了试剂类型，溶剂，底物摩尔比，反应时间和温度等各种反应参数的影响。由于易于处理试剂，简单的后处理程序，经济和环境友好的方法，因此本方案是有利的。获得的产品具有良好的优良收率，并适用于多种基材。
• The Lewis Acidic Ruthenium-Complex-Catalyzed Addition of β-Diketones to Alcohols and Styrenes Is in Fact Brønsted Acid Catalyzed
  作者：Pei Nian Liu、Zhong Yuan Zhou、Chak Po Lau

  DOI：10.1002/chem.200700705

  日期：2007.10.15

  toward 1-phenylethanol in the presence of HClO4; it also fails to catalyze the addition of acetylacetone to 1-phenylethanol. On the basis of these observations, it is proposed and confirmed by independent experiments that the catalytic addition of beta-diketones to the secondary alcohols is in fact catalyzed by the Bronsted acid HClO4, which is generated by the reaction of cis-[Ru(6,6'-Cl2bipy)2(H2O)2](ClO4)2

  联吡啶-钌络合物顺式[[Ru（6,6'-Cl2bipy）2（H2O）2] 2+]的高氯酸盐可有效催化将β-二酮添加到仲醇和苯乙烯中，从而生成α-烷基化的β-二酮。在乙酰丙酮与1-苯乙醇的催化加成反应中，催化后分离出κ2-乙酰丙酮络合物[Ru（6,6'-Cl2bipy）2（κ2-acac）] ClO4。通过使顺式-[Ru（6,6'-Cl2bipy）2（ ）2]（ ）2与乙酰丙酮反应，可以轻松合成该配合物。[Ru（6,6'-Cl2bipy）2（kappa2-acac）] 在H 存在下对1-苯基乙醇不反应；它也不能催化将乙酰丙酮加到1-苯基乙醇中。根据这些观察，
• Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(<scp>iii</scp>) compound
  作者：Mohan Chandra Sau、Smita Mandal、Manish Bhattacharjee

  DOI：10.1039/d0ra09778k

  日期：——

  Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH3CN)3][SbF6]2 (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ 1H NMR spectroscopy as well as control experiments. It has been shown that reactions proceed via η3-allyl complex formation or

  报道了[Cp*Co(CH 3 CN) 3 ][SbF 6 ] 2 ( I )催化的二酮和β-酮​​酯与烯丙醇和苄醇的单烯丙基化和单烷基化。该方法不需要任何添加剂并提供区域选择性产物。通过原位1 H NMR 光谱以及对照实验进行了机理研究。已表明反应通过形成 η 3 -烯丙基络合物或烯丙基醚中间体进行。烷基化仅通过醚中间体发生。所得烯丙基化和烷基化产物已用于合成十一种新的三取代吡唑和一种吡唑啉酮。
• Multimetallic Ir–Sn3-catalyzed substitution reaction of π-activated alcohols with carbon and heteroatom nucleophiles
  作者：Arnab Kumar Maity、Paresh Nath Chatterjee、Sujit Roy

  DOI：10.1016/j.tet.2012.10.086

  日期：2013.1

  An atom economic and catalytic substitution reaction of π-activated alcohols by a multimetallic Ir–Sn3 complex has been demonstrated. The multimetallic Ir–Sn3 complex can be easily synthesized from the reaction between [Cp∗IrCl2]2 and SnCl2. In presence of as little as 1 mol % of the catalyst three different types of π-activated alcohols, namely benzyl, allyl, and propargyl alcohols, have been successfully

  已经证明了多金属Ir–Sn 3络合物的π活化醇的原子经济和催化取代反应。从[Cp ∗ IrCl 2 ] 2和SnCl 2之间的反应可以轻松合成多金属Ir-Sn 3络合物。在低至1 mol％的催化剂存在下，已使用碳将三种不同类型的π-活化醇，即苄基，烯丙基和炔丙基醇成功地转化为烷基化产物（芳烃，杂芳烃，烯丙基三甲基硅烷和1,3 （二羰基），氮（磺酰胺），氧（醇）和硫（硫醇）亲核试剂的收率非常高。Hammett相关性研究提出了一种亲电机理。
• Efficient Metal-Catalyzed Direct Benzylation and Allylic Alkylation of 2,4-Pentanediones
  作者：Magnus Rueping、Boris J. Nachtsheim、Alexander Kuenkel

  DOI：10.1021/ol063048b

  日期：2007.3.1

  [reaction: see text] A highly effective metal-catalyzed benzylation and allylic alkylation of 2,4-pentanediones has been developed. This new bismuth-catalyzed direct carbon-carbon bond forming reaction provides the corresponding monoalkylated dicarbonyl compounds in high yields after short reaction times using the lowest amounts of catalyst (1 mol %) and the free alcohol. In addition, a new route to

  [反应：见正文]已经开发了高效的金属催化的2,4-戊二酮的苄基化和烯丙基烷基化。这种新的铋催化的直接碳-碳键形成反应可在较短的反应时间后，使用最低量的催化剂（1摩尔％）和游离醇，以高收率提供相应的单烷基化二羰基化合物。此外，提出了取代茚的新途径。