allyl 2,3,4,5,6-pentafluorobenzoate | 99483-18-8

• 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: allyl 2,3,4,5,6-pentafluorobenzoate
• 英文别名: Pentafluorobenzoic acid, allyl ester；prop-2-enyl 2,3,4,5,6-pentafluorobenzoate
• CAS: 99483-18-8
• 化学式: C₁₀H₅F₅O₂
• 分子量: 252.141
• InChiKey: YQJMMNNTFREUTK-UHFFFAOYSA-N

物化性质

• 沸点：
  265.7±40.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  allyl 2,3,4,5,6-pentafluorobenzoate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三对苯甲基膦 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以88%的产率得到烯丙基五氟苯
  参考文献：
  名称：

  Allylarenes的合成通过烯丙基苯甲酸酯催化脱羧

  摘要：

  AbstractA catalyst system consisting of the palladium(0) complex Pd2(dba)3 and tri(p‐tolyl)phosphine was found to efficiently promote the decarboxylation of allyl benzoates with formation of allylarenes. This catalytic CO activation followed by extrusion of carbon dioxide and CC bond formation represents a sustainable alternative to traditional waste‐intensive cross‐couplings. The scope of the transformation includes allyl and cinnamyl esters of various ortho‐substituted benzoic acids. For particularly activated substrates, the palladium catalyst can optionally be replaced by an inexpensive nickel complex.magnified image

  DOI：

  10.1002/adsc.201400624
• 作为产物：
  描述：

  2,3,4,5,6-五氟苯甲酸 、 烯丙醇 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以83 %的产率得到allyl 2,3,4,5,6-pentafluorobenzoate
  参考文献：
  名称：

  对映选择性铜催化多氟芳烃的亲核取代：手性多氟芳基二芳基甲烷的合成

  摘要：

  光学纯的二芳基甲烷经常出现在药物和生物活性分子中。然而，对手性含多氟芳烃的二芳基甲烷的研究还很少，它们的合成仍然具有挑战性。在此，我们描述了使用多氟芳烃作为多氟芳基试剂的对映选择性铜/亚砜膦 ( SOP ) 催化的亲核取代反应。在温和的条件下，该协议能够以良好的收率（高达 93%）、高区​​域选择性和出色的对映选择性（高达 99% ee）高效合成具有氟化季立体异构中心的手性多氟芳基二芳基甲烷。此外，还进行了克级实验、产品衍生和后期多样化，以证明该方法的实用性。

  DOI：

  10.1021/acs.orglett.3c00948

文献信息

• Ti/Pd Bimetallic Systems for the Efficient Allylation of Carbonyl Compounds and Homocoupling Reactions
  作者：Alba Millán、Araceli G. Campaña、Btissam Bazdi、Delia Miguel、Luis Álvarez de Cienfuegos、Antonio M. Echavarren、Juan M. Cuerva

  DOI：10.1002/chem.201003315

  日期：2011.3.28

  The allylation, crotylation and prenylation of aldehydes and ketones with stable and easily handled allylic carbonates is promoted by a Ti/Pd catalytic system. This Ti/Pd bimetallic system is especially convenient for the allylation of ketones, which are infrequent substrates in other related protocols, and can be carried out intramolecularly to yield five‐ and six‐membered cyclic products with good

  Ti / Pd催化体系可促进醛和酮与稳定且易于处理的烯丙基碳酸酯的烯丙基化，丁酰化和烯丙基化。这种Ti / Pd双金属体系特别适合于酮的烯丙基化，酮是其他相关规程中不常见的底物，并且可以在分子内进行生产，从而产生具有良好立体选择性的五元和六元环状产物。此外，Ti / Pd介导的还原反应和Würtz型二聚反应可以很容易地从碳酸烯丙酯和羧酸酯中进行。
• ESTER COMPOUND, AND NON-AQUEOUS ELECTROLYTE SOLUTION AND LITHIUM SECONDARY BATTERY EACH USING THE ESTER COMPOUND
  申请人：Ube Industries, Ltd.

  公开号：EP2108640B1

  公开（公告）日：2012-07-25
• NITROGEN-LINKED SURFACE FUNCTIONALIZED PIGMENTS FOR INKS
  申请人：Zhou Zhang-Lin

  公开号：US20120275012A1

  公开（公告）日：2012-11-01

  A pigment-based ink is disclosed. The ink includes a non-polar carrier fluid and a nitrogen-linked surface functionalized pigment particle, wherein the nitrogen-linked surface functionalized pigment particle is suspended in the non-polar carrier fluid and includes an azide moiety linked to the surface of a pigment particle. The azide moiety further includes an acidic or a basic functional group bonded to it. An electronic display utilizing the pigment-based ink and a method of formulating the pigment-based ink are also disclosed.
• US8263268B2
  申请人：——

  公开号：US8263268B2

  公开（公告）日：2012-09-11
• Synthesis of Allylarenes<i>via</i>Catalytic Decarboxylation of Allyl Benzoates
  作者：Kai F. Pfister、Matthias F. Grünberg、Lukas J. Gooßen

  DOI：10.1002/adsc.201400624

  日期：2014.11.3

  AbstractA catalyst system consisting of the palladium(0) complex Pd2(dba)3 and tri(p‐tolyl)phosphine was found to efficiently promote the decarboxylation of allyl benzoates with formation of allylarenes. This catalytic CO activation followed by extrusion of carbon dioxide and CC bond formation represents a sustainable alternative to traditional waste‐intensive cross‐couplings. The scope of the transformation includes allyl and cinnamyl esters of various ortho‐substituted benzoic acids. For particularly activated substrates, the palladium catalyst can optionally be replaced by an inexpensive nickel complex.magnified image