ethyl (2-oxo-2-phenylethyl)carbonate | 145586-77-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (2-oxo-2-phenylethyl)carbonate
• 英文别名: phenacyl ethyl carbonate；phenacylethyl carbonate；Ethyl phenacyl carbonate
• CAS: 145586-77-2
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: UGZFJXVSUFTOIB-UHFFFAOYSA-N

物化性质

• 沸点：
  305.6±25.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (2-oxo-2-phenylethyl)carbonate 在 9,10-二甲基蒽 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以66%的产率得到乙醇
  参考文献：
  名称：

  Photoreleasable protecting groups on alcohols, phosphates and diacids and the use thereof

  摘要：

  酒精、磷酸酯和二酸衍生物可能通过辐射去保护，所使用的保护基是芳基酰基或杂环芳基酰基。

  公开号：

  US06392089B1
• 作为产物：
  描述：

  氯甲酸乙酯 、 2-羟基苯乙酮 在 吡啶 作用下， 以60%的产率得到ethyl (2-oxo-2-phenylethyl)carbonate
  参考文献：
  名称：

  Photoreleasable protecting groups on alcohols, phosphates and diacids and the use thereof

  摘要：

  酒精、磷酸酯和二酸衍生物可能通过辐射去保护，所使用的保护基是芳基酰基或杂环芳基酰基。

  公开号：

  US06392089B1

文献信息

• [EN] MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF<br/>[FR] MICROCAPSULES CONTENANT UN COMPOSE PHOTOLABILE DE LIBÉRATION DE GAZ, ET LEURS UTILISATIONS
  申请人：FIRMENICH & CIE

  公开号：WO2014187874A1

  公开（公告）日：2014-11-27

  The present invention relates to water-dispersible microcapsules comprising an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of said microcapsules in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's microcapsules to provide a prolonged release of fragrant molecules.

  本发明涉及水分散微胶囊，包括油相，例如香水，其中含有能够在光照作用下产生气体的光敏化合物。该气体能够引起微胶囊的延展或破裂，从而释放油相，从而增加气味感知的持久性。本发明还涉及在香水中使用所述微胶囊，以及包含本发明微胶囊的香水组合物或香水制品，以提供芳香分子的持续释放。
• α-Carbonyl Substituent Effect on the Lifetimes of Triplet 1,4-Biradicals from Norrish-Type-II Reactions
  作者：Xichen Cai、Peter Cygon、Bernd Goldfuss、Axel G. Griesbeck、Heike Heckroth、Mamoru Fujitsuka、Tetsuro Majima

  DOI：10.1002/chem.200600011

  日期：2006.6.2

  Norrish-Type-II hydrogen transfer from alpha-heteroatom-substituted beta-branched butyrophenones 1-6 and detected by laser flash absorption measurements. For three oxy-substituted compounds 2-4 (R(alpha)=OH, OCOMe, OCOOEt) comparable lifetimes were determined in acetonitrile (roughly 1.5 micros). In benzene, divergent trends were observed: for the hydroxy compound 2 a lower lifetime of 790 ns was determined

  三重态1,4-双自由基是由Norrish-Type-II氢从α-杂原子取代的β-支化丁苯酮1-6转移生成的，并通过激光闪光吸收测量进行检测。对于三种氧基取代的化合物2-4（Rα= OH，OCOMe，OCOOEt），在乙腈中（约1.5微米）确定了相当的寿命。在苯中，观察到了不同的趋势：对于羟基化合物2，确定了较低的寿命790 ns，而对于3和4，则将其寿命提高至4.9微米。α-氨基取代的化合物1和6的光解会导致具有明显较低寿命的瞬态物质（在苯中为1 160 ns，在乙腈中为450 ns；在两种溶剂中为6 <100 ns）。甲氧基氧基底物5在光解时经历快速的CO键裂解，并且未检测到瞬态三重态物质。
• MICROCAPSULES CONTAINING A GAS-RELEASING PHOTOLABILE COMPOUND AND USES THEREOF
  申请人：FIRMENICH SA

  公开号：US20160120773A1

  公开（公告）日：2016-05-05

  The present invention relates to water-dispersible microcapsules that include an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of such microcapsules in perfumery as well as the perfuming compositions or perfumed articles that include such microcapsules therein to provide a prolonged release of fragrant molecules.

  本发明涉及一种水分散微囊，其中包含一种油相，例如香水，其中含有一种光敏化合物，能够在光照下产生气体。该气体能够引起微囊的扩展或破裂，释放油相，从而增加气味感知的持久性。本发明还涉及在香水中使用这种微囊的方法，以及包含这种微囊的香料组合物或香味物品，以提供香气分子的持久释放。
• Microcapsules containing a gas-releasing photolabile compound and uses thereof
  申请人：FIRMENICH SA

  公开号：US10646416B2

  公开（公告）日：2020-05-12

  The present invention relates to water-dispersible microcapsules that include an oil phase, e.g. a perfume, containing a photolabile compound capable of generating a gas upon exposure to light. The gas is able to cause an extension or the breaking of the microcapsule allowing the release of the oil phase and thus increasing the long-lastingness of the odor perception. The present invention concerns also the use of such microcapsules in perfumery as well as the perfuming compositions or perfumed articles that include such microcapsules therein to provide a prolonged release of fragrant molecules.

  本发明涉及一种水分散型微胶囊，它包括油相，例如香水，其中含有一种在光照下能产生气体的光敏化合物。这种气体能使微胶囊扩展或破裂，使油相释放出来，从而增加气味感知的持久性。本发明还涉及在香水中使用这种微胶囊，以及包括这种微胶囊的香水组合物或香水制品，以提供香味分子的长期释放。
• Photoreleasable protecting groups based on electron transfer chemistry. Donor sensitized release of phenacyl groups from alcohols, phosphates and diacids
  作者：Anamitro Banerjee、Kwangjoo Lee、Daniel E. Falvey

  DOI：10.1016/s0040-4020(99)00754-1

  日期：1999.10

  The electron transfer mediated photochemical release of alcohols, phosphates and diacids is examined. The alcohols can be protected as mixed phenacyl carbonate esters. Irradiation of mixtures containing electron donating sensitizers and phenacyl alkyl carbonate ester initiates a series of bond scission reactions that result in clean release of the corresponding alcohols. This was demonstrated for a variety of primary, secondary and tertiary hydroxyl groups, including the 5'-hydroxy group of thymidine. Sensitizers that were effective in promoting photolytic release include 9,10-dimethylanthracene and 9-methylcarbazole. GC/MS and NMR analysis of the by-products formed in these release reactions implicates the intermediacy of radical ion intermediates in these reactions. It is further demonstrated that the electron transfer sensitized release method can be extended to phosphate esters and di-functional acids. (C) 1999 Elsevier Science Ltd. All rights reserved.