2-丙烯基丙基丙二酸二乙酯 | 59726-38-4

• 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-丙烯基丙基丙二酸二乙酯
• 英文名称: diethyl 2-propyl-2-allyl-1,3-propanedioate
• 英文别名: 2-propyl-2-ethoxycarbonylpenten-4-oic acid ethyl ester；2-allyl-2-propylmalonic acid diethyl ester；diethyl 2-allyl-2-propylmalonate；Propyl-allyl-malonsaeurediethylester；allyl-propyl-malonic acid diethyl ester；Allyl-propyl-malonsaeure-diaethylester；diethyl allylpropylmalonate；DEAPM；2-Propenylpropylpropanedioic Acid Diethyl Ester；diethyl 2-prop-2-enyl-2-propylpropanedioate
• CAS: 59726-38-4
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: KELSEWGOVCFKMN-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于氯仿、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090

反应信息

• 作为反应物：
  描述：

  2-丙烯基丙基丙二酸二乙酯 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 5-(2-propenyl)-5-propyl-1,3-dioxan-2-one
  参考文献：
  名称：

  双官能团环状碳酸酯的阴离子开环聚合制得的聚碳酸酯的合成与化学循环

  摘要：

  本文涉及由五元和六元环（65CCP）组成的双功能环状碳酸酯的阴离子开环聚合以及所得聚合物的阴离子解聚。由1,8-二氮杂双环[5.4.0] -7-十一碳烯（DBU）引发的65CCP的阴离子开环聚合提供了一种聚碳酸酯，该聚碳酸酯通过选择性地在侧链上保留了五元环状碳酸酯基团（P（65CCP））六元环状碳酸酯环的聚合。聚合反应的平衡性质允许P（65CCP）通过催化量的DBU有效解聚，从而以高收率回收65CCP，其中五元环状碳酸酯环也保持未反应状态。

  DOI：

  10.1021/ma050791v
• 作为产物：
  描述：

  diethyl (3-benzeneselenylpropyl)(2-propen-1-yl)propanedioate 在 1,5-二甲氧基萘 、 氧气 、 维生素 C 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 以80%的产率得到2-丙烯基丙基丙二酸二乙酯
  参考文献：
  名称：

  Photosensitized one-electron reductive cleavage of a carbon–selenium bond: a novel chemoselective deselenenylation and phenylselenenyl group transfer radical chain reaction

  摘要：

  报告了一种新型光敏化单电子还原有机硒化合物，导致化学选择性去硒化和苯基硒基转移自由基链过程。

  DOI：

  10.1039/c39930001636

文献信息

• Synthese de .DELTA.-lactones. V. Synthese d'alcoyl-3 .DELTA.-lactones.
  作者：KUMIKO KURATA、SHIGERU TANAKA、KIYOSHI TAKAHASHI

  DOI：10.1248/cpb.24.538

  日期：——

  Par condensation du bromure d'allyle, puis des halogenures d'alcoyles sur le malonate d'ethyle, nous avons prepare des alcoyl-allyl malonates d'ethyles. L'hydrolyse de ces esters donne des acides alcoyl-2Δ4-pentenoiques que I'on transforme, au moyen du bis-(methyl-3 butyl-2) borane, en acides alcoyl-2 hydroxy-5 pentanoiques. La cyclodehydration de ces acides hydroxyles conduit a des alcoyl-3 δ-lactones.

  通过溴代烯丙烷的缩合，然后通过烷基卤化物与乙基丙二酸酯反应，我们制备了乙基烷基烯丙基丙二酸酯。这些酯的水解产生烷基-2Δ4-戊烯酸，利用双（3-甲基-2-丁基）硼烷，将其转化为烷基-2-羟基-5-戊酸。这些羟基酸的环化脱水反应产生烷基-3-δ-内酯。
• Steric and Electronic Effects of Carbene Substitution in Grubbs First-Generation Catalysts
  作者：David R. Lane、Christine M. Beavers、Marilyn M. Olmstead、Neil E. Schore

  DOI：10.1021/om900762n

  日期：2009.12.14

  energies may be determined indirectly by use of either NMR data or Hammett correlations, because only electronic effects are operative. Four systems have been characterized by X-ray crystallography. The energies of alkyl-substituted carbenes (Cy3P)2Cl2Ru═CHR are almost entirely dependent on steric interactions.

  在各种由格鲁布斯第一代催化剂催化复分解反应的碳烯物质的相对能量（CY 3 P）2氯2 Ru═CHC 6 ħ 5已被确定。高质量的平衡数据可通过1 H NMR方法获得。在的情况下，对位取代的芳族衍生物（CY 3 P）2氯2 Ru═CH（p -C 6 H ^ 4X），通过供体取代基稳定了卡宾，并且可以通过使用NMR数据或Hammett相关性间接确定能量，因为仅电子作用起作用。X射线晶体学表征了四个系统。烷基取代的碳烯的能量（CY 3 P）2氯2 Ru═CHR几乎完全依赖于空间相互作用。
• An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole
  作者：Imanol Tellitu、Itziar Beitia、Marta Díaz、Argiñe Alonso、Isabel Moreno、Esther Domínguez

  DOI：10.1016/j.tet.2015.09.012

  日期：2015.10

  A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• Further Branching of Valproate-Related Carboxylic Acids Reduces the Teratogenic Activity, but Not the Anticonvulsant Effect
  作者：Ursula Bojic、Mohamed M. A. Elmazar、Ralf-Siegbert Hauck、Heinz Nau

  DOI：10.1021/tx950216s

  日期：1996.1.1

  In the present study, compounds derived from the anticonvulsant drug valproic acid (VPA, 2-n-propylpentanoic acid) and analogues known to be teratogenic were synthesized with an additional carbon-branching in one of the side chains. The substances were tested for their ability to induce anticonvulsant-activity and sedation in adult mice, and neural tube defects (exencephaly) in the offspring of pregnant animals (Han:NMRI mice). In all cases, the rates of exencephaly, embryolethality, and fetal weight retardation induced by the methyl-branched derivatives were very low when compared to those of the parent compounds, These novel compounds exhibited anticonvulsant activity which was not significantly different from that of VPA. Neurotoxicity was considerably lower for some compounds as compared to VPA. Anticonvulsant activity and neurotoxicity of branched short chain fatty acids are far less structure-dependent and not related to teratogenic potency. Within this series of compounds, (+/-)-4-methyl-2-n-propyl-4-pentenoic acid and (+/-)-2-isobutyl-4-pentenoic acid exhibited the most favorable profile in regard to high anticonvulsant effect, low sedation, and teratogenicity. Valproic acid analogues with additional methyl branching may be valuable antiepileptic agents with low teratogenic potential.
• Hjelt, Chemische Berichte, 1896, vol. 29, p. 1857
  作者：Hjelt

  DOI：——

  日期：——