乙酰丙酸苯乙酯 | 53939-81-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 乙酰丙酸苯乙酯
• 中文别名: 4-氧代戊酸苯乙酯
• 英文名称: 2-phenylethyl levulinate
• 英文别名: Phenethyl 4-oxovalerate；2-phenylethyl 4-oxopentanoate
• CAS: 53939-81-4
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: FJEDCBJSNFURKI-UHFFFAOYSA-N

物化性质

• LogP：
  1.951 (est)
• 保留指数：
  2617

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙醇 、 乙酰丙酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 乙酰丙酸苯乙酯
  参考文献：
  名称：

  Formation of 4-Alkoxy-.gamma.-valerolactones from Levulinic Acid and Alcohols during Storage at Room Temperature

  摘要：

  Levulinic acid (LA) is a flavor ingredient used for many products. During the storage of LA in alcohols at room temperature, chemical changes were observed. Specifically, two groups of compounds were formed, esters of LA and 4-alkoxy-gamma-valerolactones. All of these compounds were identified by spectral data and synthesis. Mechanistically, it is proposed that the alcohol reacts reversibly either with the keto group of LA to form 4-alkoxy-gamma-valerolactone via a hemiketal intermediate or with the acid group of LA to form the ester. All of the data obtained from this study suggest that during the initial stages of storage the reactions are kinetically controlled to form the 4-alkoxy-gamma-valerolactone more than the ester; however, as the reactions proceed toward equilibrium, they become thermodynamically controlled to form the ester more than the 4-alkoxy-gamma-valerolactone.

  DOI：

  10.1021/jf00051a041

文献信息

• PROCESS AND COMPOSITIONS FOR ENHANCING RELIABILITY OF EXOGENOUS CHEMICAL SUBSTANCES APPLIED TO PLANTS
  申请人：MONSANTO COMPANY

  公开号：EP0975224A1

  公开（公告）日：2000-02-02
• US6020287A
  申请人：——

  公开号：US6020287A

  公开（公告）日：2000-02-01
• [EN] PROCESS AND COMPOSITIONS FOR ENHANCING RELIABILITY OF EXOGENOUS CHEMICAL SUBSTANCES APPLIED TO PLANTS<br/>[FR] PROCEDE ET COMPOSITIONS PERMETTANT D'ACCROITRE LA FIABILITE DE SUBSTANCES CHIMIQUES EXOGENES QUE L'ON APPLIQUE SUR LES PLANTES
  申请人：MONSANTO COMPANY

  公开号：WO1998033385A1

  公开（公告）日：1998-08-06

  (EN) A process is provided for enhancing the reliability and consistency of effectiveness of an exogenous chemical substance applied to foliage of a plant, involving application of a phenyl-substituted olefin compound to the foliage, either sequentially or simultaneously with the exogenous chemical substance. Also provided are plant treatment and concentrate compositions comprising an exogenous chemical substance and a phenyl-substituted olefin compound.(FR) L'invention concerne un procédé permettant d'accroître la fiabilité et le rendement uniforme d'une substance chimique exogène que l'on applique sur le feuillage d'une plante. Ledit procédé consiste à appliquer un composé d'oléfine phényl-sustitué sur le feuillage, soit de manière séquentielle, soit simultanément avec une substance chimique exogène. L'invention concerne également un traitement pour les plantes et des compositions de concentré renfermant une substance chimique exogène ainsi qu'un composé d'oléfine phényl-substitué.
• Formation of 4-Alkoxy-.gamma.-valerolactones from Levulinic Acid and Alcohols during Storage at Room Temperature
  作者：Chi-Kuen Shu、Brian M. Lawrence

  DOI：10.1021/jf00051a041

  日期：1995.3

  Levulinic acid (LA) is a flavor ingredient used for many products. During the storage of LA in alcohols at room temperature, chemical changes were observed. Specifically, two groups of compounds were formed, esters of LA and 4-alkoxy-gamma-valerolactones. All of these compounds were identified by spectral data and synthesis. Mechanistically, it is proposed that the alcohol reacts reversibly either with the keto group of LA to form 4-alkoxy-gamma-valerolactone via a hemiketal intermediate or with the acid group of LA to form the ester. All of the data obtained from this study suggest that during the initial stages of storage the reactions are kinetically controlled to form the 4-alkoxy-gamma-valerolactone more than the ester; however, as the reactions proceed toward equilibrium, they become thermodynamically controlled to form the ester more than the 4-alkoxy-gamma-valerolactone.