2-phenylethyl (Z)-octadec-9-enoate | 3943-52-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-phenylethyl (Z)-octadec-9-enoate
• 英文别名: 2-phenylethyl oleate；Phenylethyl oleate
• CAS: 3943-52-0
• 化学式: C₂₆H₄₂O₂
• 分子量: 386.618
• InChiKey: IYSRPBDPSSNGQW-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  28
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  油酸甲酯 、 苯乙醇 在 Candida antarctica lipase B immobilized 作用下， 45.0 ℃ 、80.0 kPa 条件下， 生成 2-phenylethyl (Z)-octadec-9-enoate
  参考文献：
  名称：

  Lipophilic (Hydroxy)phenylacetates by Solvent-Free Lipase-Catalyzed Esterification and Transesterification in Vacuo

  摘要：

  Various long-chain alkyl (hydroxy)phenylacetates were prepared in high yield by lipase-catalyzed transesterification of the corresponding short-chain alkyl hydroxyphenyl acetates and fatty alcohols in equimolar ratios. The reactions were performed in vacuo at moderate temperatures in the absence of solvents and drying agents in direct contact with the reaction mixture. Immobilized lipase B from Candida antarctica(Novozym 435) was the most effective biocatalyst for the various transesterification reactions. Generally, Novozym 435-catalyzed transesterifications of short-chain alkyl (hydroxy)phenylacetates with long-chain alcohols led to higher conversions and enzyme activities than the corresponding esterifications. For example, the transesterification activity was up to 4-fold higher than the esterification activity for the formation of oleyl 4-hydroxy-3-methoxyphenylacetate using Novozym 435 as a biocatalyst. The relative transesterification activities were as follows: phenylacetate > 3-methoxyphenylacetate approximate to 4-methoxyphenylacetate > 4-hydroxy-3-methoxyphenylacetate > 3-hydroxyphenylacetate approximate to 4-hydroxyphenylacetate >> 2-methoxyphenylacetate >> 3,4-dihydroxyphenylacetate. With respect to the position of methoxy and hydroxy substituents, the transesterification activity of Novozym 435 decreased in the order meta approximate to para >> ortho. Compounds with inverse chemical structures, for example, tyrosyl oleate, were obtained by Novozym 435-catalyzed esterification and transesterification of fatty acids and their methyl esters, respectively, with 2-phenylethan-1-ols. In contrast to the transesterifications of short-chain alkyl (hydroxy)phenylacetates with fatty alcohols, higher conversions and enzyme activities were observed for the Novozym 435-catalyzed esterifications of (hydroxy)phenylethanols with long-chain fatty acids than the corresponding transesterifications with fatty acid methyl esters.

  DOI：

  10.1021/jf8002224

文献信息

• Kinetic Analysis as an Optimization Tool for Catalytic Esterification with a Moisture-Tolerant Zirconium Complex
  作者：Piret Villo、Oscar Dalla-Santa、Zoltán Szabó、Helena Lundberg

  DOI：10.1021/acs.joc.0c00235

  日期：2020.6.5

  This work describes the use of kinetics as a tool for rational optimization of an esterification process with down to equimolar ratios of reagents using a recyclable commercially available zirconocene complex in catalytic amounts. In contrast to previously reported group IV metal-catalyzed esterification protocols, the work presented herein circumvents the use of water scavengers and perfluorooctane

  这项工作描述了使用动力学作为合理优化酯化工艺的工具，使用可循环使用的市售锆茂复合物以催化量降低试剂的等摩尔比。与先前报道的第四族金属催化的酯化方案相反，本文介绍的工作规避了水清除剂和全氟辛烷磺酸盐（PFOS）配体的使用。提出了对运作机制的见解。
• [EN] HERBICIDE COMPOSITION, PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] COMPOSITION HERBICIDE, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种除草剂组合物及其制备方法和应用
  申请人：GUANGXI RES INSTITUTE OF CHEMICAL INDUSTRY CO LTD

  公开号：WO2020038070A1

  公开（公告）日：2020-02-27

  本发明公开了一种除草剂组合物，包括以下重量份的活性成分：嘧苯胺磺隆2～50份、苯唑草酮1～50份、氯氟吡氧乙酸异辛酯2～70份。本发明的除草剂组合物可以配制成可湿性粉剂、水分散粒剂、乳油、微乳剂、悬浮剂或可分散油悬浮剂，用于防除玉米田和甘蔗地的一年生禾本科杂草、莎草科杂草和阔叶杂草。本发明的除草剂组合物对玉米和甘蔗安全，可以降低单位面积除草剂使用剂量，提高除草效果降低用药成本。
• [EN] PESTICIDE COMBINATION CONTAINING MICROBIAL COMPOUND, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF<br/>[FR] COMBINAISON PESTICIDE CONTENANT UN COMPOSÉ MICROBIEN, PROCÉDÉ DE PRÉPARATION ET APPLICATION ASSOCIÉS<br/>[ZH] 一种含微生物菌复配的农药组合物及其制备方法和应用
  申请人：GUANGXI RES INSTITUTE OF CHEMICAL INDUSTRY CO LTD

  公开号：WO2020062917A1

  公开（公告）日：2020-04-02

  本发明公开了一种含微生物菌复配的农药组合物，包括以下重量份的活性成分：蜡质芽孢杆菌1～2份、噻虫嗪1～2份、球孢白僵菌5～25份。本发明的含微生物菌复配的农药组合物可以配制成可湿性粉剂、水分散粒剂、乳油、微乳剂、悬浮剂或可分散油悬浮剂，用于防治水稻、花生、大豆、马铃薯、柑橘、甜菜、油菜、辣椒、黄瓜、茄子的病虫害，具有防治防治鳞翅目、鞘翅目、同翅目、双翅目害虫、地下害虫及蔬菜上的土传细菌性病害的用途。本发明的含微生物菌复配的农药组合物能减少农药使用量、延缓抗药性，相对单剂使用防治效果更好，农民成本降低。