(E)-propyl cinnamate | 74513-58-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-propyl cinnamate
• 英文别名: propyl cinnamate；n-propyl cinnamate；propyl (E)-3-phenylprop-2-enoate
• CAS: 74513-58-9
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: OLLPXZHNCXACMM-CMDGGOBGSA-N

物化性质

• 沸点：
  285°C (estimate)
• 密度：
  1.0433
• 物理描述：
  Colourless viscous liquid, sweet, slightly floral odour
• 溶解度：
  insoluble in water; soluble in oils
• 折光率：
  1.547-1.553

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  哌啶 、 (E)-propyl cinnamate 在 四甲基氢氧化铵 、 甲苯 作用下， 生成 β-Piperidino-hydrozimtsaeure-propylester
  参考文献：
  名称：

  The Addition of Saturated Heterocyclic Amines to Cinnamate Esters

  摘要：

  DOI：

  10.1021/ja01597a062
• 作为产物：
  描述：

  1-((1H)-pyridine-2-thione-N-oxycarbonyl)propyl (E)-3-phenylprop-2-enoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以71%的产率得到(E)-propyl cinnamate
  参考文献：
  名称：

  The First Preparation of β-Lactones by Radical Cyclization

  摘要：

  [GRAPHICS]beta-Lactones have, for the first time, been prepared by 4-exo-trig radical cyclization. Thus, alpha-ethenoyloxy radicals react in the presence of tributylstannane in a photothermal process to give beta-lactones. Highest yields were obtained when groups capable of stabilizing a carboncentered radical were present at the 3-position of the alkenoate acceptor.

  DOI：

  10.1021/ol0340235

文献信息

• Photoinduced Oxidative Alkoxycarbonylation of Alkenes with Alkyl Formates
  作者：Wan-Ying Tang、Ling Chen、Ming Zheng、Le-Wu Zhan、Jing Hou、Bin-Dong Li

  DOI：10.1021/acs.orglett.1c01096

  日期：2021.5.21

  A photoinduced oxidative alkoxycarbonylation of alkenes initiated by intermolecular addition of alkoxycarbonyl radicals has been demonstrated. Employing alkyl formates as alkoxycarbonyl radical sources, a range of α,β-unsaturated esters were obtained with good regioselectivity and E selectivity under ambient conditions.

  已经证明了通过分子间加成烷氧基羰基引发的烯烃的光诱导氧化烷氧基羰基化。利用烷基甲酸酯作为烷氧羰基自由基源，在环境条件下获得了一系列具有良好区域选择性和E选择性的α，β-不饱和酯。
• Robust acidic pseudo-ionic liquid catalyst with self-separation ability for esterification and acetalization
  作者：Yingxia Shi、Xuezheng Liang

  DOI：10.1007/s11696-019-00693-1

  日期：2019.6

  The novel acidic pseudo-ionic liquid catalyst with self-separation ability has been synthesized through the quaternization of triphenylphosphine and the acidification with silicotungstic acid. The pseudo-IL showed high activities for the esterification with average conversions over 90%. The pseudo-IL showed even higher activities for acetalization than traditional sulfuric acid. The homogeneous catalytic

  通过三苯基膦的季铵化和硅钨酸的酸化，合成了具有自分离能力的新型酸性假离子液体催化剂。假IL显示出高的酯化活性，平均转化率超过90％。假IL显示出比传统硫酸更高的缩醛活性。均相催化过程有利于传质效率。反应后假IL自动从反应混合物中分离出来，优于其他IL催化剂。高催化活性，易重用性和高稳定性是新型催化剂的关键性能，在绿色化学过程中具有巨大潜力。
• 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。
• Using non-covalent interactions to direct regioselective 2+2 photocycloaddition within a macrocyclic cavitand
  作者：Nga Nguyen、Aspen Rae Clements、Mahesh Pattabiraman

  DOI：10.1039/c5nj02376a

  日期：——

  completely from a head-to-head dimer to a head-to-tail dimer. The reactions were also stereoselective in most cases. Stoichiometry experiments were performed to explore relative stabilities of the complexes, which indicate that the ternary complex is more stable than others. Selectivity in the photocycloaddition reaction was also applied retrospectively to deduce intermolecular orientations. Time-dependent

  客体在三元包含复合物中的相对取向受主客体和客客体超分子相互作用的支配。可以使用非共价相互作用来控制大环空分子（γ-环糊精）中包含的两个烯烃之间的2 + 2光环加成反应的选择性。在此手稿中，我们报告了使用非共价相互作用的空泡蛋白介导的烷基肉桂酸酯之间区域选择性的控制。使用这种方法，我们已经表明区域选择性可以完全从头对头二聚体切换到头对尾二聚体。在大多数情况下，反应也是立体选择性的。进行了化学计量学实验以探索配合物的相对稳定性，这表明三元配合物比其他三元配合物更稳定。还追溯应用了光环加成反应中的选择性以推断分子间取向。我们进行的时间依赖性转换研究表明，所观察到的烯烃的反应性代表了复杂介质整体中的分子间取向。通过实验观察和计算研究来定性地了解复杂结构以及弱相互作用的相对强度。以淤浆形式研究了复合物的反应，反应控制的程度表明了类似固态的行为。通过实验观察和计算研究来定性地了解复杂结构以及弱相互作用
• Kinetics of trans-Cinnamic Anhydride Reactions Catalyzed by Pyridine, 4-Dimethylaminopyridine, and N-Methylimidazole
  作者：Shu-Fen Lin、Kenneth A. Connorsx

  DOI：10.1002/jps.2600700302

  日期：1981.3

  pyridine, 4-dimethylaminopyridine, and N-methylimidazole as catalysts. The absolute rates of the catalyzed hydrolysis decreased with increasing acetonitrile content (decreasing solvent polarity), but the catalytic efficiency of N-methylimidazole and 4-dimethylaminopyridine relative to pyridine increased as the solvent polarity decreased. The relative catalytic rates for the cinnamoylation of n-propanol

  在吡啶，4-二甲基氨基吡啶和N-甲基咪唑作为催化剂的存在下，研究了反式肉桂酸酐的水解动力学及其与羟基化合物的反应动力学。随着乙腈含量的增加（降低的溶剂极性），催化水解的绝对速率降低，但随着溶剂极性的降低，N-甲基咪唑和4-二甲基氨基吡啶相对于吡啶的催化效率提高。吡啶，N-甲基咪唑和4-二甲基氨基吡啶的正丙醇在乙腈中肉桂酸的相对催化速率分别为1：259：16,000。