(2E)-3-(4-甲氧基苯基)-1-(4-甲基苯基)-2-丙烯-1-酮 | 50990-40-4

• 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
• 中文名称: (2E)-3-(4-甲氧基苯基)-1-(4-甲基苯基)-2-丙烯-1-酮
• 英文名称: (2E)-3-(4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one
• 英文别名: (E)-3-(4-methoxyphenyl)-1-(p-tolyl)prop-2-en-1-one；1-(4-methylphenyl)-3-(4-methoxyphenyl)-2-propen-1-one；4-methoxy-4'-methylchalcone；(E)-3-(4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one
• CAS: 50990-40-4
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: IFJLNOXFRRHOQD-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  (2E)-3-(4-甲氧基苯基)-1-(4-甲基苯基)-2-丙烯-1-酮 在 三乙胺 、 sodium hydroxide 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 生成 N-(4-(4-methylphenyl)-6-(4-methoxyphenyl)pyrimidin-2-yl)-2-(4-methylpiperazin-1-yl)acetamide
  参考文献：
  名称：

  简便的微波辅助“一锅”合成哌嗪嘧啶嘧啶基乙酰胺，一类杂双双杂环化合物并利用NMR光谱技术对其结构进行阐明

  摘要：

  NaHSO 4 .SiO 2催化剂在干燥介质中，通过微波辐照在“一锅”中合成了一系列新型哌嗪子嘧啶基乙酰胺，一类杂化双杂环，并通过熔点，元素分析，MS， FT-IR，一维NMR（1 H和13 C）和二维1 H - 1 H COZY和1 H- 13 C HSQC光谱数据。

  DOI：

  10.1002/jhet.1046
• 作为产物：
  描述：

  对甲苯甲醚 、 对甲基苯乙酮 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以94%的产率得到(2E)-3-(4-甲氧基苯基)-1-(4-甲基苯基)-2-丙烯-1-酮
  参考文献：
  名称：

  Study of adsorption mechanism of chalcone derivatives on mild steel-sulfuric acid interface

  摘要：

  Chalcone derivatives namely: (E)-3-(4-methoxyphenyl)-1-(p-tolyl)prop-2-en-1-one (MTP), (E)-1,3-di-p-tolylprop-2-en-1-one (DTP), and (E)-3-(4-(diethylarnino)phenyl)-1-(p-balyl)prop-2-en-1-one (DEP) were synthesized and characterized by nuclear magnetic resonance (NMR), Mass spectroscopy (MS) and Infrared spectroscopy (IR). The corrosion mitigation of mild steel (MS) in 0.5 M H2SO4 by these compounds has been investigated by weight loss, electrochemical technique, surface analysis and theoretical studies. The investigations were performed at three optimum concentrations (10(-4),10(-5), and 10(-6) M) at three temperatures (298, 313 and 328 K) The weight loss Potentiodyanamic polarization (PDP) and Electrochemical impedance spectroscopy (EIS) measurements showed that DEP has the maximum inhibition efficiency (93.3% for highest concentration i.e. 10(-4) M) at 298 K among all three inhibitors. The inhibition efficiencies vary directly and inversely with respect to concentration and temperature respectively for all the additives. Potentiodynamic polarization (PDP) measurements revealed that the chalcones are mixed-type corrosion inhibitors and obeyed the Langmuir adsorption isotherms. Electrochemical impedance spectroscopy (EIS) technique further proposes that the inhibitor molecules mitigate corrosion process by adsorbing at the metal/electrolyte interfaces. Further the adsorption of chalcones at the metallic surface was supplemented by SEM and AFM studies where the decreased surface roughness of the inhibited mild steel specimens was observed as compared to the uninhibited spedmen. Several thermodynamic parameters (Delta G(ads)(0),Delta(0)(ads)and Delta S-ads(0)), DFT and MD theoretical parameters were calculated to explain the adsorption behaviour of these compounds on specimen surface. (C) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2020.113890

文献信息

• A palladium catalyzed atom-efficient cross-coupling reactivity of triarylbismuths with α,β-unsaturated acyl chlorides
  作者：Maddali L.N. Rao、Varadhachari Venkatesh、Deepak N. Jadhav

  DOI：10.1016/j.jorganchem.2008.05.012

  日期：2008.7

  An atom-efficient cross-coupling reactivity of triarylbismuths (1 equiv) was demonstrated by cross-coupling reaction with 3 equiv of α,β-unsaturated acyl chlorides under palladium catalysis in the synthesis of a series of functionalized α, β-unsaturated ketones in high isolated yields.

  在钯催化下合成一系列官能化的α，β-不饱和酮时，通过与3当量的α，β-不饱和酰氯的交叉偶联反应，证明了三芳基铋（1当量）的原子效率的交叉偶联反应。高单产。
• CBr₄ as a Halogen Bond Donor Catalyst for the Selective Activation of Benzaldehydes to Synthesize α,β-Unsaturated Ketones
  作者：Imran Kazi、Somraj Guha、Govindasamy Sekar

  DOI：10.1021/acs.orglett.7b00348

  日期：2017.3.3

  CBr4 has been employed as a halogen bond donor catalyst for the selective activation of aldehyde, to achieve an efficient solvent- and metal-free C═C bond forming reaction in the presence of strong acid sensitive groups such as methoxy, cyanide, ester, and ketal for the synthesis of α,β-unsaturated ketones. This unique capability of CBr4 to act as a halogen bond donor has been explored and established

  CBr 4已用作卤素键供体催化剂，用于醛的选择性活化，在强酸敏感基团（例如甲氧基，氰化物，酯，和缩酮用于合成α，β-不饱和酮。CBr 4作为卤素键供体的这种独特能力已经通过紫外可见光谱和红外光谱进行了探索和确立。而且，这种空前的方法能够合成重要的药物分子利可考酮A。
• Novel One-Step Synthesis of Thiazolo[3,2-<i>b</i>]1,2,4-triazoles
  作者：Alan R. Katritzky、Alfredo Pastor、Michael Voronkov、Peter J. Steel

  DOI：10.1021/ol990370w

  日期：2000.2.1

  [reaction: see text] Reactions of chalcones 3a-f with bis(1H-1,2,4-triazolyl) sulfoxide 4 formed the thiazolo[3,2-b]1,2,4-triazoles 5a-f, which resemble closely some previously prepared COX-2 inhibitors. The structure of 5a was confirmed by X-ray analysis.

  [反应：参见文本]查耳酮3a-f与双（1H-1,2,4-三唑基）亚砜4的反应形成噻唑并[3,2-b] 1,2,4-三唑5a-f，类似于紧密配合一些先前制备的COX-2抑制剂。通过X射线分析确认了5a的结构。
• Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway
  作者：Mohammad Rehan、Sanjay Maity、Lalit Kumar Morya、Kaushik Pal、Prasanta Ghorai

  DOI：10.1002/anie.201511424

  日期：2016.6.27

  γ‐di‐aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal‐free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4‐triaryl benzenes has also been demonstrated.

  通过简单的碱介导的α-芳基肉桂醇或α，γ-二芳基丙烷的反应，已经开发出一种空前的合成均，杂1,2,4-三芳基苯的方法。该策略的显着特征包括连续的氢化物转移，区域特异性缩合，区域特异性脱芳基化和在无金属反应条件下的芳构化。还证明了通过合成的1,2,4-三芳基苯的氧化偶联合成不对称取代的亚苯撑。
• An efficient and green synthesis of novel highly functionalized nitrogen-fused pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives using recyclable choline hydroxide
  作者：Suresh Kumar Krishnammagari、Yeon Tae Jeong

  DOI：10.1007/s11164-018-3558-y

  日期：2018.12

  has been found to be a green and efficient basic ionic liquid catalyst for the synthesis of highly functionalized pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine derivatives through the reaction of a series of α,β-unsaturated ketones with 1H-pyrazolo[3,4-b]pyridin-3-amine under neat conditions. A series of α,β-unsaturated ketones with different substituted functional groups efficiently were converted to their

  摘要 已发现胆碱氢氧化物（ChOH）是一种绿色高效的碱性离子液体催化剂，可通过以下反应合成高度官能化的吡啶并[2'，3'：3,4]吡唑并[1,5- a ]嘧啶衍生物。在纯条件下用1 H-吡唑并[3,4- b ]吡啶-3-胺形成的一系列α，β-不饱和酮。一系列α，β高效地将具有不同取代官能团的不饱和酮转化为相应的产物，分离产率高至优异，反应可轻松放大至几克。本发明对环境无害且可重复使用的ChOH催化剂具有几个优点，例如反应时间更短，官能团耐受性范围广以及通过简单的实验和后处理程序即可获得高产率的产物。 图形概要 该方法的主要特点是绿色反应，操作简便，可重复使用，易操作性强，ChOH效率高。