2-苯乙酸辛酯 | 122-45-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-苯乙酸辛酯
• 中文别名: 苯乙酸辛酯
• 英文名称: octyl phenylacetate
• 英文别名: n-octyl phenylacetate；octyl 2-phenylacetate
• CAS: 122-45-2
• 化学式: C₁₆H₂₄O₂
• 分子量: 248.365
• InChiKey: VGYPAVUJUMQTGE-UHFFFAOYSA-N

物化性质

• 熔点：
  50-53 °C
• 沸点：
  330.9±11.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)
• LogP：
  5.69
• 物理描述：
  Colourless viscous liquid; mild sweet-floral odour of woody-orange-rose type
• 溶解度：
  Insoluble in water; soluble in oils
• 折光率：
  1.479-1.487
• 保留指数：
  1800.3

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  2-苯乙酸辛酯 在 溴苯 、 palladium 10% on activated carbon 作用下， 以 乙醇 为溶剂， 55.0~60.0 ℃ 、600.01 kPa 条件下， 反应 8.0h， 生成 苯乙酸乙酯
  参考文献：
  名称：

  Palladium on carbon–bromobenzene mediated esterification and transesterification

  摘要：

  A series of carboxylic acids were converted into their corresponding esters using the Pd/C catalyzed hydrogenation conditions in the presence of catalytic bromobenzene in alcohols and the method could also be applicable for the transesterification of esters. Good to excellent yields were obtained for different aliphatic or aromatic starting materials. The success of this esterification relies on the in situ generation of hydrobromic acid (HBr) from bromobenzene which provides a mild and acidic reaction environment. The palladium catalyst exhibits a remarkable activity and is reusable for up-to three consecutive cycles. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.009
• 作为产物：
  描述：

  苯乙酸丁酯 在 溴苯 、 palladium 10% on activated carbon 作用下， 以 乙醇 为溶剂， 55.0~60.0 ℃ 、600.01 kPa 条件下， 反应 8.0h， 生成 2-苯乙酸辛酯
  参考文献：
  名称：

  Palladium on carbon–bromobenzene mediated esterification and transesterification

  摘要：

  A series of carboxylic acids were converted into their corresponding esters using the Pd/C catalyzed hydrogenation conditions in the presence of catalytic bromobenzene in alcohols and the method could also be applicable for the transesterification of esters. Good to excellent yields were obtained for different aliphatic or aromatic starting materials. The success of this esterification relies on the in situ generation of hydrobromic acid (HBr) from bromobenzene which provides a mild and acidic reaction environment. The palladium catalyst exhibits a remarkable activity and is reusable for up-to three consecutive cycles. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.009

文献信息

• Esterification of Tertiary Amides by Alcohols Through C−N Bond Cleavage over CeO ₂
  作者：Takashi Toyao、Md. Nurnobi Rashed、Yoshitsugu Morita、Takashi Kamachi、S. M. A. Hakim Siddiki、Md. A. Ali、A. S. Touchy、Kenichi Kon、Zen Maeno、Kazunari Yoshizawa、Ken‐ichi Shimizu

  DOI：10.1002/cctc.201801098

  日期：2019.1.9

  process proceeds through rate limiting addition of a CeO2 lattice oxygen to the carbonyl group of the adsorbed acetamide species with energy barrier of 17.0 kcal/mol. This value matches well with experimental value (17.9 kcal/mol) obtained from analysis of the Arrhenius plot. Further studies by in situ FT‐IR and temperature programmed desorption using probe molecules demonstrate that both acidic and

  已经发现CeO 2促进叔酰胺形成酯的醇解反应。本催化体系操作简单，可回收，并且不需要添加剂。酯化过程显示出较宽的底物范围（> 45个实例；分离产率高达93％）。密度泛函理论（DFT）研究与现场FT-IR观察相结合的结果表明，该过程通过速率限制将CeO 2晶格氧加到吸附的乙酰胺类化合物的羰基上进行，能量垒为17.0 kcal / mol 。该值与通过分析Arrhenius图获得的实验值（17.9 kcal / mol）很好地匹配。原位进一步研究FT-IR和使用探针分子的程序升温脱附表明，酸性和碱性性质均很重要，因此，CeO 2对CN键断裂反应表现出最佳性能。
• Amide/Iminium Zwitterionic Catalysts for (Trans)esterification: Application in Biodiesel Synthesis
  作者：Ying-Pong Lam、Xinyan Wang、Fei Tan、Wing-Hin Ng、Ying-Lung Steve Tse、Ying-Yeung Yeung

  DOI：10.1021/acscatal.9b01959

  日期：2019.9.6

  organocatalysts based on an amide anion/iminium cation charge pair has been developed. The zwitterions are easily prepared by reacting aziridines with aminopyridines. They are catalytically applicable to transesterifications and dehydrative esterifications. Mechanistic studies reveal that the amide anion and iminium cation work synergistically in activating the reaction partners, with the iminium cationic

  已经开发了一类基于酰胺阴离子/亚胺阳离子电荷对的两性离子有机催化剂。两性离子易于通过使氮丙啶与氨基吡啶反应来制备。它们催化地适用于酯交换和脱水酯化。机理研究表明，酰胺阴离子和亚胺阳离子在活化反应伙伴方面具有协同作用，亚胺阳离子部分通过非经典氢键与羰基底物相互作用。该反应可在温和条件下用于大规模合成生物柴油。
• A Facile, Catalytic and Environmentally Benign Method for Esterification of Carboxylic Acids and Transesterification of Carboxylic Esters with Nearly Equimolar Amounts of Alcohols
  作者：D. Bose、Apuri Satyender、A. Rudra Das、Hari Mereyala

  DOI：10.1055/s-2006-942456

  日期：——

  A practical and green chemical process for the esterification of carboxylic acids with alcohols and transesterification of carboxylic esters in good to excellent yields by using K5CoW12O14·3H2O (0.1 mol%) as catalyst is reported. The catalyst exhibited remarkable reusable activity.

  报道了一种实用且环保的化学工艺，使用K5CoW12O14·3H2O（0.1 mol%）作为催化剂，在良好的至优异的产率下进行羧酸与醇的酯化反应以及羧酸酯的转酯化反应。该催化剂展现出卓越的可重复使用活性。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• <i>o</i>-Benzenedisulfonimide as Reusable Brønsted Acid Catalyst for Acid-Catalyzed Organic Reactions
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera、Paolo Venturello

  DOI：10.1055/s-2008-1072564

  日期：2008.5

  Acid-catalyzed organic reactions, such as etherification, esterification, acetal synthesis, cleavage, and interconversion, and pinacol rearrangement were carried out in the presence of catalytic amounts of o-benzenedisulfonimide as Bronsted acid catalyst; the conditions were mild and selective. The catalyst was easily recovered and purified, ready to be used in further reactions, with economic and ecological

  酸催化的有机反应，如醚化、酯化、缩醛合成、裂解、互变、频哪醇重排等，在催化量的邻苯二磺酰亚胺作为布朗斯台德酸催化剂存在下进行；条件温和且有选择性。该催化剂易于回收和纯化，可用于进一步反应，具有经济和生态优势。

表征谱图