phenyl phenoxyacetate | 25774-60-1

• 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: phenyl phenoxyacetate
• 英文别名: Phenoxy-essigsaeure-phenylester；Phenyl-phenoxyacetat；Phenyl 2-phenoxyacetate
• CAS: 25774-60-1
• 化学式: C₁₄H₁₂O₃
• 分子量: 228.247
• InChiKey: PJANUNZPZUHMPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  phenyl phenoxyacetate 在 二硫化碳 、 溴 作用下， 生成 (4-bromo-phenoxy)-acetic acid phenyl ester
  参考文献：
  名称：

  Vandevelde, Chemisches Zentralblatt, 1898, vol. 69, # I, p. 988

  摘要：

  DOI：
• 作为产物：
  描述：

  苯氧乙酸 在 五氯化磷 作用下， 生成 phenyl phenoxyacetate
  参考文献：
  名称：

  Vandevelde, Chemisches Zentralblatt, 1898, vol. 69, # I, p. 988

  摘要：

  DOI：

文献信息

• Electron-Withdrawing Substituents Decrease the Electrophilicity of the Carbonyl Carbon. An Investigation with the Aid of ¹³C NMR Chemical Shifts, ν(CO) Frequency Values, Charge Densities, and Isodesmic Reactions To Interprete Substituent Effects on Reactivity
  作者：Helmi Neuvonen、Kari Neuvonen、Andreas Koch、Erich Kleinpeter、Paavo Pasanen

  DOI：10.1021/jo020121c

  日期：2002.10.1

  electron-withdrawing substituents destabilize the carbonyl derivatives investigated. So, a significant ground-state destabilization of carboxylic acid esters, and carbonyl compounds in general, due to the decreased resonance stabilization, is proposed as a novel concept to explain both the increase in their reactivity and the changes in the chemical shifts and carbonyl frequencies induced by electron-withdrawing

  已测量了几个系列的苯基或酰基取代的乙酸苯酯和酰基取代的乙酸甲酯的（13）C NMR化学位移和nu（C [双键] O）频率，以研究取代基引起的亲电变化碳的特征。电荷密度，键序和能量计算也已执行。光谱和电荷密度结果表明，与常规想法相反，吸电子取代基不会增加羰基碳的亲电性，反而会降低它。另一方面，设计的等渗反应的反应能表明，吸电子取代基使所研究的羰基衍生物不稳定。因此，羧酸酯的显着基态失稳，
• Preparation and reactions of samarium diiodide in nitriles
  作者：Béatrice Hamann、Jean-Louis Namy、Henri B. Kagan

  DOI：10.1016/0040-4020(96)00861-7

  日期：1996.11

  Samarium diiodide can be prepared from samarium metal in various nitriles. Because of its chemical inertness pivalonitrile is the most suitable solvent. Organic reactions mediated by SmI2 are slower than in THF, but selectivities are often improved. Reactions are greatly accelerated by addition of catalytic amounts of some transition metal salts.

  可以从各种腈中的金属metal制备二碘化prepared。由于其化学惰性，新戊腈是最合适的溶剂。由SmI 2介导的有机反应比在THF中慢，但选择性通常得到改善。通过加入催化量的某些过渡金属盐，可大大加快反应速度。
• [EN] DEUTERIUM-ENRICHED SUBSTITUTED PHENOXYPHENYL ACETIC ACIDS AND ACYLSULFONAMIDES<br/>[FR] ACIDES PHÉNOXYPHÉNYL ACÉTIQUES SUBSTITUÉS ENRICHIS EN DEUTÉRIUM ET ACYLSULFONAMIDES
  申请人：DHANOA DALJIT

  公开号：WO2021118826A1

  公开（公告）日：2021-06-17

  The present invention is concerned with deuterium-enriched substituted phenoxy-(3, 4-methylenedioxy)phenylacetic acid and acylsulfonamide derivatives of general structural formula I, their optically active or pure enantiomers and diastereomers, and pharmaceutical salts thereof, Formula (I) These compounds have selective antagonist activity for endothelin receptors or both endothelin and angiotensin II receptors, and are useful in the treatment of diseases mediated by endothelin and angiotensin-II and their receptors.

  本发明涉及富氘代替苯氧基-(3,4-亚甲二氧基)苯乙酸和一般结构式I的酰磺酰胺衍生物，它们的光学活性或纯对映体和非对映异构体，以及它们的药用盐，结构式(I)这些化合物具有对内皮素受体或内皮素和血管紧张素II受体的选择性拮抗活性，并且在治疗由内皮素和血管紧张素II及其受体介导的疾病中有用。
• The Kinetics of the Aminolysis of Phenyl Phenoxyacetates with Benzylamine in Dioxane
  作者：Yoshiaki Furuya、Kazuo Itoho

  DOI：10.1246/bcsj.43.1403

  日期：1970.5

  general equation: ν=k_2’+k_3’[Amine]}[Amine][Ester]+k_3”+k_4[Amine]}[Amine][Ester]^2. The reaction was a neucleophilic substitution, and the Hammett plots gave straight lines with positive ρ values. A marked enhancement in the conductivity of the reaction mixtures in 50% dioxane was observed, it increasing with the reaction time. A probable mechanism was presented which involves an ion pair of the

  对和间取代的苯氧基乙酸苯酯与苄胺在二恶烷中的反应速率，从而形成 N-苄基苯氧基乙酰胺和相应的酚类，然后对苄胺进行非水滴定。反应满足以下一般方程：ν=k_2'+k_3'[胺]}[胺][酯]+k_3”+k_4[胺]}[胺][酯]^2。该反应是亲核取代，哈米特图给出了具有正 ρ 值的直线。观察到反应混合物在 50% 二恶烷中的电导率显着增强，它随着反应时间的增加而增加。提出了一种可能的机制，它涉及季铵盐类型的离子对，与之前的论文（Y. Furuya、S. Goto、K. Itoho、I. Urasaki 和 A. Morita，Tetrahedron，24， 2367 (1968))。
• Rational Engineered C-Acyltransferase Transforms Sterically Demanding Acyl Donors
  作者：Anna Żądło-Dobrowolska、Lucas Hammerer、Tea Pavkov-Keller、Karl Gruber、Wolfgang Kroutil

  DOI：10.1021/acscatal.9b04617

  日期：2020.1.17

  The biocatalytic Friedel-Crafts acylation has been identified recently for the acetylation of resorcinol using activated acetic acid esters for the synthesis of acetophenone derivatives catalyzed by an acyltransferase. Because the wild-type enzyme is limited to acetic and propionic derivatives as the substrate, variants were designed to extend the substrate scope of this enzyme. By rational protein

  最近已发现生物催化的Friedel-Crafts酰化反应可用于间苯二酚的乙酰化反应，该反应使用活化的乙酸酯进行乙酰基转移酶催化的苯乙酮衍生物的合成。因为野生型酶限于以乙酸和丙酸衍生物为底物，所以设计了变体以扩展该酶的底物范围。通过合理的蛋白质工程，鉴定了活性位点中的关键残基，该残基可被替换以结合更大的酰基部分。单点变体F148V能够转化以前无法获得的中等链长烷基和烷氧基烷基羧酸酯作为供体底物，转化率高达99％，分离产率高达99％。