α-(3-甲基苯氧基)苯乙酮 | 19514-02-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: α-(3-甲基苯氧基)苯乙酮
• 英文名称: α-(m-methylphenoxy)acetophenone
• 英文别名: α-(3-methylphenoxy)acetophenone；1-phenyl-2-m-tolyloxy-ethanone；1-phenyl-2-(m-methoxyphenyl)ethan-1-one；β-<3-Methyl-phenoxy>-acetophenon；ω-(3-Methyl-phenoxy)-acetophenon；1-Phenyl-2-m-tolyloxy-aethanon；alpha-(3-methylphenoxy)acetophenone；2-(3-methylphenoxy)acetophenone；2-(3-methylphenoxy)-1-phenylethanone
• CAS: 19514-02-4
• 化学式: C₁₅H₁₄O₂
• mdl: MFCD12493688
• 分子量: 226.275
• InChiKey: QZJULIXUNKVGQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  74.0-74.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  381.4±25.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α-(3-甲基苯氧基)苯乙酮 在 硫酸 、 溶剂黄146 作用下， 生成 6-methyl-3-phenylbenzofuran
  参考文献：
  名称：

  Royer; Bisagni, Bulletin de la Societe Chimique de France, 1959, p. 1468,1473

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙酮 在 溴 、 potassium carbonate 作用下， 以 氯仿 、 丁酮 为溶剂， 反应 2.25h， 生成 α-(3-甲基苯氧基)苯乙酮
  参考文献：
  名称：

  Synthesis, Characterization and in vitro Anticancer Activity of Novel 8,4’-Oxyneolignan Analogues

  摘要：

  Neolignans are a class of natural products with a wide range of biological effects. These substances are of great synthetic and biological interest, especially in searching for novel anticancer agents. In this paper, we report the synthesis of a new subclass of 8,4'-oxyneolignan analogues (beta-ketoethers and beta-ketoesters) and their cell viability assay on twenty four different cancer cells, among leukemias and carcinomas. Three compounds inhibited the growth of most human cancer cells. 2-Oxo-2-phenylethyl(2E)-3-[4-(2-oxo-2-phenylethoxy) phenyl] prop-2-enoate showed an antiproliferative activity superior to doxorubicin for U-87, U-138 MG and H1299 cell types and (E)-2-oxo-2-phenylethyl 3-(3-methoxy-4-(2-oxo-2-phenylethoxy) phenyl) acrylate was found to be very selective, demonstrating a growth inhibition of 92.0% against KG-1 cells. Furthermore, 1-oxo-1-phenylpropan-2-yl cinnamate exhibited significant inhibition activity in a range of 52.2 to 91.2% against twelve kinds of leukemia cell lines, revealing excellent results and very comparable to the reference drug.

  DOI：

  10.21577/0103-5053.20170075

文献信息

• .beta.-substituted cinnamic acid derivative
  申请人：BASF Aktiengesellschaft

  公开号：US05538940A1

  公开（公告）日：1996-07-23

  .beta.-Substituted cinnamic acid derivatives of the formula 1, ##STR1## where R.sup.1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.1 can also be chlorine or bromine, --X-- is --O--, --S--, ##STR2## m is 0 or 1, --Y is --OR.sup.4, --O--N.dbd.CR.sup.5 R.sup.6, --NR.sup.7 R.sup.8, --NR.sup.7 R.sup.8, --N(OR.sup.9)R.sup.10 or SR.sup.11, where the abovementioned substitutes R.sup.2 to R.sup.11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R.sup.2, R.sup.3 and R.sup.5 to R.sup.11 can be hydrogen and Z, U, V, W are defined in the specification.

  1-β-取代肉桂酸衍生物的公式1，##STR1## 其中R.sup.1是取代或未取代的烷基、烯基、炔基、环烷基或环烯基，R.sup.1也可以是氯或溴，--X--是--O--，--S--，##STR2## m是0或1，--Y是--OR.sup.4，--O--N.dbd.CR.sup.5 R.sup.6，--NR.sup.7 R.sup.8，--NR.sup.7 R.sup.8，--N(OR.sup.9)R.sup.10或SR.sup.11，其中上述取代基R.sup.2至R.sup.11是取代或未取代的烷基、烯基、炔基、环烷基或环烯基，R.sup.2、R.sup.3和R.sup.5至R.sup.11可以是氢，而Z、U、V、W在说明书中定义。
• Concerted and Stepwise Dissociative Electron Transfers. Oxidability of the Leaving Group and Strength of the Breaking Bond as Mechanism and Reactivity Governing Factors Illustrated by the Electrochemical Reduction of α-Substituted Acetophenones
  作者：Claude P. Andrieux、Jean-Michel Savéant、André Tallec、Robert Tardivel、Caroline Tardy

  DOI：10.1021/ja963674b

  日期：1997.3.1

  of the dissociative electron transfer reaction, and, in the stepwise cases, the determination of the cleavage rate constants and the standard potentials for the formation of the anion radical. Analysis of the data, using thermodynamical parameters derived from experiment and from literature points to three mechanism governing factors, the oxidability of the leaving group, the bond dissociation energy

  对一系列 α-取代苯乙酮的循环伏安研究允许鉴定解离电子转移反应的协调和逐步特征，并且在逐步情况下，确定裂解速率常数和标准电位形成阴离子自由基。使用源自实验和文献的热力学参数分析数据指向三个机制控制因素，离去基团的氧化性、键断裂的键解离能和LUMO能量。在许多情况下，这些因素中的第一个似乎在控制协调与逐步二分法方面占主导地位。氟取代基提供了一个相反的例子，其中键强度克服了离去基团氧化性的不利影响。就阴离子自由基裂解反应性而言，这也是一个例外，其中 C-F 键的强度显着有助于减缓...
• Synthesis of Aromatic Ethers Without Organic Solvent and Inorganic Carrier under Microwave Irradiation
  作者：Jin-Xian Wang、Manli Zhang、Zhiliang Xing、Yulai Hu

  DOI：10.1080/00397919608003618

  日期：1996.1

  Abstract A simple, repid and efficient procedure for the synthesis of aromatic ethers via microwave irradiation without any organic solvent and inorganic carrier is reported.

  摘要 报道了一种无需任何有机溶剂和无机载体的微波辐射合成芳香醚的简单、快速、高效的方法。
• I2-mediated and direct synthesis of 3-phenoxy imidazo heterocycles
  作者：Yanchun Guo、Yuexiu Wang、Han Xue、Shuxia Cao、Yufen Zhao

  DOI：10.1016/j.tet.2019.01.066

  日期：2019.3

  An I2-mediated protocol was proposed for the synthesis of 3-phenoxy imidazo heterocycles from aromatic ketones and 2-aminopyridines or 2-aminobenzothiazole. This direct, efficient and operationally simple method provided a fundamentally novel and rapid approach for the synthesis of 3-phenoxy imidazo heterocycles with good to excellent yields, and it avoided the requirement of any metal, base and extra

  提出了一种I 2介导的方案，用于从芳族酮和2-氨基吡啶或2-氨基苯并噻唑合成3-苯氧基咪唑杂环。这种直接，有效和操作简单的方法为合成3-苯氧基咪唑并具有极佳的产率提供了根本上新颖且快速的方法，并且避免了对任何金属，碱和额外氧化剂的需求。
• 2-Nitro-3-phenylbenzofuran alkanoic (or propenoic) acids
  申请人：Riker Laboratories, Inc.

  公开号：US04124704A1

  公开（公告）日：1978-11-07

  Optionally substituted 2-nitro-3-phenylbenzofuranalkanoic and -alkenoic acids which are active as antimicrobial agents, processes for their preparation and intermediates therefor are described.

  描述了作为抗微生物剂活性的2-硝基-3-苯基苯并呋喃烷基和烯烃酸，以及它们的制备方法和中间体。