2-vinylbenzyl formate | 1396690-23-5

• 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: 2-vinylbenzyl formate
• 英文别名: (2-Ethenylphenyl)methyl formate；(2-ethenylphenyl)methyl formate
• CAS: 1396690-23-5
• 化学式: C₁₀H₁₀O₂
• 分子量: 162.188
• InChiKey: MCWSTRPRDKZRFC-UHFFFAOYSA-N

物化性质

• 沸点：
  249.4±9.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 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：
  2

反应信息

• 作为反应物：
  描述：

  2-vinylbenzyl formate 在 十二羰基三钌 、 1-(1-phenylethyl)-1H-imidazole 作用下， 以 均三甲苯 为溶剂， 反应 24.0h， 以67%的产率得到4-methylisochroman-3-one
  参考文献：
  名称：

  Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium-Catalyzed Hydroesterification of Alkenes Using Formates

  摘要：

  Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbon-elongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.

  DOI：

  10.1021/ol301850y
• 作为产物：
  描述：

  2-乙炔苯甲醇 在 5% Pd-CaCO3 、 氢气 、 三苯基膦 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 2-vinylbenzyl formate
  参考文献：
  名称：

  Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium-Catalyzed Hydroesterification of Alkenes Using Formates

  摘要：

  Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbon-elongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.

  DOI：

  10.1021/ol301850y

文献信息

• Imidazole Derivatives as Accelerators for Ruthenium-Catalyzed Hydroesterification and Hydrocarbamoylation of Alkenes: Extensive Ligand Screening and Mechanistic Study
  作者：Hideyuki Konishi、Takashi Muto、Tsuyoshi Ueda、Yayoi Yamada、Miyuki Yamaguchi、Kei Manabe

  DOI：10.1002/cctc.201402986

  日期：2015.3

  Imidazole derivatives are effective ligands for promoting the [Ru3(CO)12]‐catalyzed hydroesterification of alkenes using formates. Extensive ligand screening was performed to identify 2‐hydroxymethylated imidazole as the optimal ligand. Neither carbon monoxide gas nor a directing group was required, and the reaction also showed a wide substrate generality. The Ru–imidazole catalyst system also promoted

  咪唑衍生物是使用甲酸酯促进[Ru 3（CO）12 ]催化的烯烃加氢酯化反应的有效配体。进行了广泛的配体筛选，以确定2-羟甲基化的咪唑为最佳配体。既不需要一氧化碳气体也不需要引导基团，并且该反应还显示出广泛的底物通用性。Ru-咪唑催化剂体系还促进了分子内的氨基甲酰化作用，以提供内酰胺。通过X射线晶体学分析明确地分析了Ru-咪唑配合物，它具有源自[[Ru 3（CO）12 ]和两个配体的三核结构。该配合物也已成功用于加氢酯化。通过使用D详细检查了该机制－和13 C标记的甲酸酯，表明加氢酯化反应是通过脱羰基－再羰基化途径进行的。
• Combustion resistant aromatic polymers containing char-forming benzyl and/or allyl moieties and a combustion retarding agent
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0003257A1

  公开（公告）日：1979-08-08

  The cnar-forming characteristics of aromatic polymers containing one or more combustion resistant components are improved by incorporating therein a polybenzyl, a polyallyl, or an allyl benzyl moiety. As an example, a styrene polymer comprising a halogenated comonomer such as bromostryene is rendered char-forming by the presence of copolymerized vinylbenzyl chloride in the styrene polymer. Such polymeric compositions are useful in the manufacture of shaped articles such as housings for electrical appli- cances.

  通过在含有一种或多种耐燃烧成分的芳香族聚合物中加入聚苄基、聚烯丙基或烯丙基苄基分子，可改善该聚合物的成炭特性。例如，含有卤代共聚单体（如溴代苯乙烯）的苯乙烯聚合物，通过在苯乙烯聚合物中加入共聚氯乙烯苄基，可使其形成炭。这种聚合物组合物可用于制造成型物品，如电器外壳。
• US4224217A
  申请人：——

  公开号：US4224217A

  公开（公告）日：1980-09-23
• US4360609A
  申请人：——

  公开号：US4360609A

  公开（公告）日：1982-11-23
• Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium-Catalyzed Hydroesterification of Alkenes Using Formates
  作者：Hideyuki Konishi、Tsuyoshi Ueda、Takashi Muto、Kei Manabe

  DOI：10.1021/ol301850y

  日期：2012.9.21

  Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbon-elongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.