(E)-4-oxooct-2-enoic acid | 68676-80-2

• 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
• 英文名称: (E)-4-oxooct-2-enoic acid
• 英文别名: 4-oxo-oct-2t-enoic acid；4-oxo-oct-2-enoic acid；4-Oxo-oct-2t-ensaeure；4-Oxo-oct-2-ensaeure；4-Oxo-trans-2-octenoic acid
• CAS: 68676-80-2
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: CDSPNJPCFIROMS-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-oxooct-2-enoic acid 、 2,2-dimethyl-1-amino-pent-4-ene 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以299 mg的产率得到(E)‐N‐(2,2‐dimethyl‐4‐pentenyl)‐4‐oxo‐2‐octenamide
  参考文献：
  名称：

  通过多重接枝催化对映选择性合成吡咯烷酮骨架

  摘要：

  已经设计了用于合成吡咯烷酮骨架的三级串联方案。它涉及交叉复分解-分子内氮杂-迈克尔反应-分子内迈克尔加成串联序列，起始于N-戊烯基-4-氧代-2-烯酰胺和共轭酮。在两种协同催化剂的存在下，即第二代Hoveyda-Grubbs催化剂和（R）-TRIP衍生的BINOL磷酸，这种多反应催化过程的收率很高，且非对映选择性和对映选择性很高。同时生成三个连续的立体中心

  DOI：

  10.1021/acs.orglett.0c03344
• 作为产物：
  描述：

  1,1,1-trichloro-2-hydroxy-octan-4-one 在 potassium carbonate 作用下， 生成 (E)-4-oxooct-2-enoic acid
  参考文献：
  名称：

  Random Packs and Their Use in Modeling Heterogeneous Solid Propellant Combustion

  摘要：

  It is shown that random packs of spheres of various sizes can be constructed that model ammonium-perchloratein-binder propellants in the sense that both the size distributions and the packing fractions of industrial propellant packs can be matched, Strategies for dealing with fractional numbers of large particles are addressed, as are strategies for dealing with a large number of very fine particles (fine powder), Fine powder is necessary in a three-dimensional pack to achieve the required stoichiometric ratio of ammonium perchlorate to fuel binder, but is not necessary in a two-dimensional (disk) pack, Some preliminary calculations of the two-dimensional combustion field supported by a disk pack are presented, in which full coupling between the gas phase, the condensed phase, and the retreating nonplanar propellant surface is accounted for.

  DOI：

  10.2514/2.5820

文献信息

• Asymmetric Synthesis of Aliphatic α-Amino and γ-Hydroxy α-Amino Acids and Introduction of a Template for Crystallization-Induced Asymmetric Transformation
  作者：Andrej Kolarovič、Pavol Jakubec、Dušan Berkeš、František Považanec

  DOI：10.1055/s-2006-950319

  日期：2006.12

  The asymmetric synthesis of aliphatic α-amino and γ-hy]droxy α-amino acids is described. The key step is an aza-Michael addition controlled by crystallization-induced asymmetric transformation (CIAT), affording excellent diastereomeric ratios (dr ≥96:4). Consecutive deoxygenation or stereoselective reduction (dr 99:1) furnish various α-amino and γ-hydroxy α-amino acids, respectively.

  描述了脂肪族α-氨基和γ-羟基α-氨基酸的不对称合成。关键步骤是由结晶诱导的不对称转变 (CIAT) 控制的 aza-Michael 加成，提供出色的非对映异构比 (dr ≥96:4)。连续脱氧或立体选择性还原 (dr 99:1) 分别提供各种 α-氨基和 γ-羟基 α-氨基酸。
• Potential Antimicrobial Agents. III. 4-Methylamino-2,4-alkadienoic Acid γ-Lactams¹
  作者：HENRY M. WALTON

  DOI：10.1021/jo01354a025

  日期：1957.3
• Ernest; Jelinkova, Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 3341,3345
  作者：Ernest、Jelinkova

  DOI：——

  日期：——
• Keskin, Istanbul Universitesi Fen Fakultesi Mecmuasi, 1950, vol. <A> 15, p. 54,61
  作者：Keskin

  DOI：——

  日期：——
• Random Packs and Their Use in Modeling Heterogeneous Solid Propellant Combustion
  作者：S. Kochevets、J. Buckmaster、T. L. Jackson、A. Hegab

  DOI：10.2514/2.5820

  日期：2001.7

  It is shown that random packs of spheres of various sizes can be constructed that model ammonium-perchloratein-binder propellants in the sense that both the size distributions and the packing fractions of industrial propellant packs can be matched, Strategies for dealing with fractional numbers of large particles are addressed, as are strategies for dealing with a large number of very fine particles (fine powder), Fine powder is necessary in a three-dimensional pack to achieve the required stoichiometric ratio of ammonium perchlorate to fuel binder, but is not necessary in a two-dimensional (disk) pack, Some preliminary calculations of the two-dimensional combustion field supported by a disk pack are presented, in which full coupling between the gas phase, the condensed phase, and the retreating nonplanar propellant surface is accounted for.