Phenyl-2,4,6-trimethyl-styryl-keton | 64545-28-4

• 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
• 英文名称: Phenyl-2,4,6-trimethyl-styryl-keton
• 英文别名: 1-phenyl-3-(2,4,6-trimethylphenyl)prop-2-en-1-one
• CAS: 64545-28-4
• 化学式: C₁₈H₁₈O
• mdl: MFCD00429722
• 分子量: 250.34
• InChiKey: KPFVYLKSZJDQAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914399090

反应信息

• 作为反应物：
  描述：

  Phenyl-2,4,6-trimethyl-styryl-keton 在 sodium tetrahydroborate 、 cerium(III) chloride heptahydrate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 (E)-1-phenyl-3-(2,4,6-trimethylphenyl)-2-propen-1-ol
  参考文献：
  名称：

  以异丙醇为还原剂直接还原烯丙醇

  摘要：

  开发了使用异丙醇作为氢化物供体的锂阳离子催化的烯丙基醇直接还原为烯烃的方法。原位生成的异丙氧基锂向烯丙基阳离子的氢化物转移是该转化过程中的关键过程。该反应仅产生水和丙酮作为副产物，这突出了该方法的合成效用。

  DOI：

  10.1002/adsc.201800731
• 作为产物：
  描述：

  2,4,6-三甲基苯甲醛 、 苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 Phenyl-2,4,6-trimethyl-styryl-keton
  参考文献：
  名称：

  以异丙醇为还原剂直接还原烯丙醇

  摘要：

  开发了使用异丙醇作为氢化物供体的锂阳离子催化的烯丙基醇直接还原为烯烃的方法。原位生成的异丙氧基锂向烯丙基阳离子的氢化物转移是该转化过程中的关键过程。该反应仅产生水和丙酮作为副产物，这突出了该方法的合成效用。

  DOI：

  10.1002/adsc.201800731

文献信息

• Michael Addition of Active Methylene Compounds to α,β-Unsaturated Carbonyl Compounds under the Influence of Molecular Sieves in Dimethyl Sulfoxide
  作者：Tomoko Kakinuma、Ryoichi Chiba、Takeshi Oriyama

  DOI：10.1246/cl.2008.1204

  日期：2008.12.5

  The Michael addition of active methylene compounds to α,β-unsaturated carbonyl compounds in the presence of MS 4A in dimethyl sulfoxide proceeds smoothly to afford the corresponding 1,4-addition pr...

  在MS 4A的存在下，活性亚甲基化合物与α,β-不饱和羰基化合物在二甲亚砜中的迈克尔加成反应顺利进行，得到相应的1,4-加成反应...
• Ketyl Radicals Formed in Grignard Reaction. IV. Sterically Hindered Ketyl Radicals in Nuclear Replacement and Conjugate Addition
  作者：Masao Okubo

  DOI：10.1246/bcsj.50.2379

  日期：1977.9

  chloride was examined by means of ESR measurements. Both the original and the “replaced” ketyl radicals were identified, and an electron-transfer mechanism similar to that of SRN−-type reactions was proposed. Some sterically hindered αβ-enones were also found to form detectable amounts of ketyl radicals. The factors governing the production ratio of the normal and the conjugate adduct were discussed

  2,3,5,6-四甲基二苯甲酮上的 4'-甲氧基和 4'-氰基取代基被苄基-和叔-丁基氯化镁有效取代的反应通过 ESR 测量进行了检查。原始和“替代”的羰基自由基都被识别出来，并提出了一种类似于 SRN-型反应的电子转移机制。还发现一些空间位阻αβ-烯酮形成可检测量的酮基自由基。讨论了控制正态加合物和共轭加合物生成比的因素。
• Conformationally Restricted Aza-Dipyrromethene Boron Difluorides (Aza-BODIPYs) with High Fluorescent Quantum Yields
  作者：Lijuan Jiao、Yayang Wu、Yin Ding、Sufan Wang、Ping Zhang、Changjiang Yu、Yun Wei、Xiaolong Mu、Erhong Hao

  DOI：10.1002/asia.201301362

  日期：2014.3

  A simple approach to the highly fluorescent near‐infrared aza‐BODIPY dyes with higher fluorescence quantum yields (up to 0.81 in toluene) in comparison with their known analogues is presented. Our approach is based on the restricted rotations of the 1,7‐phenyl groups to the mean plane of the aza‐BODIPYs, which is achieved through the installation of bulky substituents on the 1,7‐phenyl groups of aza‐BODIPYs

  提出了一种简单的方法，与已知的类似物相比，该方法具有更高的荧光量子产率（在甲苯中高达0.81），具有高荧光的近红外aza-BODIPY染料。我们的方法基于将1,7-苯基基团限制在aza-BODIPYs的平均平面上，这是通过在aza-BODIPYs的1,7-苯基上安装大体积的取代基来实现的，减少溶液中的非辐射弛豫过程。的1,7-苯基和氮杂BODIPY芯（之间的大扭转角φ 1和φ 2在这些新的构象限制的氮杂BODIPYs）通过X射线衍射研究所证实。
• Synthesis of new 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives and evaluation of their antiamoebic activity
  作者：Asha Budakoti、Abdul Roouf Bhat、Amir Azam

  DOI：10.1016/j.ejmech.2008.02.002

  日期：2009.3

  linyl))methane-1-thione derivatives (1a–8a) and 2-(5-substituted-3-phenyl-2-pyrazolinyl)-1,3-thiazolino[5,4-b]quinoxaline derivatives (1b–8b) and evaluated for their in vitro antiamoebic activity against HM1:IMSS strain of E. histolytica. All the compounds were characterized by electronic, IR, 1H NMR and mass spectroscopic data. It was observed that the antiamoebic activity enhances on modifying the

  在努力开发有效的antiamoebic剂，我们已经合成的查耳酮（1 - 8），2-氨基-5-取代的- （3-苯基（2-吡唑啉基））甲烷-1-硫酮衍生物（1A - 8A）和2-（ 5-取代的-3-苯基-2-吡唑啉基）-1,3-噻唑啉代[5,4- b ]喹喔啉衍生物（1b – 8b）并评估了它们对溶血性大肠杆菌HM1：IMSS菌株的体外抗氧活性。所有化合物的特征在于电子，IR，11 H NMR和质谱数据。观察到，通过改变查耳酮对吡唑啉和进而对喹喔啉的结构，抗厌氧活性增强。在人肾上皮细胞系上进行MTT测定以检查化合物的细胞毒性，并将结果与​​甲硝唑进行比较。与甲硝唑相比，化合物6b具有更好的抗氧活性和更低的毒性。
• Aryliminodimagnesium Reagents. VI. The Reactions with Conjugated Carbonyl Compounds. The Initial Coordination and the Electron-transfer in the Reactions of Organomagnesium Reagents
  作者：Masao Okubo、Masatoshi Yoshida、Kotomi Horinouchi、Hiroshi Nishida、Yoshinori Fukuyama

  DOI：10.1246/bcsj.56.1196

  日期：1983.4

  The reactions of aryliminodimagnesium reagents (ArN(MgBr)2) with benzylideneacetophenones, quinones, and benzils were examined. Among the product-distributions in the reactions with the enones and the α-diketones, some examples in which p-MeO-substituted substrates gave higher yields of condensation products were obtained. The results are in contrast with the product-distributions in the reaction of ArMgBr with Ar1COAr2 and that of ArN(MgBr)2 with Ar1NO2: p-Cl-Substituted substrates are advantageous for the formation of addition and/or condensation products. These reactions of the two organomagnesium reagents were classified into “coordination controlled” and “electron-transfer controlled” ones on the basis of the combination of electron-donating ability of reagents with the electron-accepting ability of substrates. The classification was illustrated also on the basis of the relative difference of the energy levels of HOMO’s and LUMO’s of the reactants.

  对芳基亚胺二溴化镁试剂（ArN(MgBr)2）与苄叉基乙酰苯、醌和苯基硫醇的反应进行了研究。在和烯酮及α-二酮反应产物的分布中，得到了一些实例，其中对甲氧基取代的底物给出了较高产率的缩合产物。这些结果与ArMgBr与Ar1COAr2以及ArN(MgBr)2与Ar1NO2反应产物的分布形成对比：对于加成和/或缩合产物的形成，对氯取代的底物具有优势。基于试剂的电子供体能力和底物的电子受体能力的结合，将这两种有机镁试剂的反应分类为“配位控制”和“电子转移控制”反应。这种分类也基于反应物HOMO和LUMO能级之间的相对差异进行了说明。