正戊醛肟 | 5775-76-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 正戊醛肟
• 英文名称: (E)-valeraldehyde oxime
• 英文别名: n-pentanaldehyde oxime；(E)-pentanal oxime；1-Oximinopentane；E-butyraldoxime；pentanal (E)-oxime；pentanal, oxime；(NE)-N-pentylidenehydroxylamine
• CAS: 5775-76-8
• 化学式: C₅H₁₁NO
• 分子量: 101.148
• InChiKey: YUKIAUPQUWVLBK-AATRIKPKSA-N

物化性质

• 沸点：
  165.0±3.0 °C(Predicted)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  正戊醛肟 以80%的产率得到
  参考文献：
  名称：

  JURSIC, BRANKO, SYNTH. COMMUN., 19,(1989) N-4, C. 689-693

  摘要：

  DOI：
• 作为产物：
  描述：

  正戊醛 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 19.0h， 生成 正戊醛肟
  参考文献：
  名称：

  金催化的酰胺的正式[3 + 2]环加成反应与4,5-二氢-1,2,4-恶二唑：官能化的4-氨基咪唑的合成

  摘要：

  已经开发了金催化的酰胺与4,5-二氢-1,2,4-恶二唑的正式[3 + 2]环加成反应。该反应可能通过形成α-亚氨基金卡宾中间体然后环化而提供对高度官能化的4-氨基咪唑的简洁和区域选择性的途径。发现在这些反应中4，5-二氢-1，2，4-恶二唑可作为有效的N-亚氨基亚硝基当量。

  DOI：

  10.1021/acs.orglett.7b01469

文献信息

• Direct Synthesis of Nitrones via Transition-Metal-Free Ring-Opening of N-Tosylaziridines with the Nitrogen Atom of Various (E)-Aldoximes and (E)-Ketoximes
  作者：Xing Li、Wenjing Yan、Rui Zhang、Honghong Chang、Wenchao Gao、Xiuping Tian、Wenlong Wei

  DOI：10.1055/s-0039-1690186

  日期：2019.11

  The KOH-, K2CO3-, or Et3N-catalyzed ring-opening reaction of N-tosylaziridines using the nitrogen atom of a series of (E)-aldoximes and (E)-ketoximes as a nucleophilic atom instead of an oxygen atom was developed to construct various nitrones under mild reaction conditions. Diverse (E)-aldoximes and (E)-ketoximes were demonstrated to be compatible with this reaction and the products of O-ring-opening reactions were not detected for most examples.

  KOH-、K2CO3-或Et3N催化的N-对甲苯磺酰基环氧丙烷的开环反应，使用(E)-醛肟和(E)-酮肟系列化合物的氮原子作为亲核原子，而不是氧原子，以在温和的反应条件下构建各种亚硝酮。多种(E)-醛肟和(E)-酮肟已证明与该反应兼容，并且大多数示例中未检测到O-环开启反应的产物。
• Simulation of Elution Profiles for Two-Dimensional Dynamic Gas Chromatographic Experiments
  作者：Oliver Trapp、Robert Shellie、Philip Marriott、Volker Schurig

  DOI：10.1021/ac0301144

  日期：2003.9.1

  The interconversion of E and Z isomers of acetaldoxime 1 and butyraldoxime 2 have been investigated by comprehensive two-dimensional dynamic gas chromatography (DGC×DGC) and computer simulation. Time-resolved cryogenic modulation is capable of revealing the precise isomeric ratio as a fine structure under the dynamic elution profile, which is characterized in one-dimensional experiments by a plateau formation or peak coalescence caused by interconversion of the isomers during the separation process. The chromatographic theoretical plate model has been extended for the computer simulation of comprehensive two-dimensional dynamic chromatographic experiments. A novel program, ChromWin 2D, based on the new algorithm has been developed for computer simulation to evaluate and predict the elution profiles of DGC×DGC experiments. ChromWin 2D allows the determination of rate constants and barriers of isomerization, epimerization, and enantiomerization processes occurring during chromatographic separations. The Eyring activation parameters of the E/Z and Z/E isomerization barriers in the presence of the stationary phase BP21 (poly(ethylene glycol) terephthalate terminated) were determined by temperature-dependent experiments between 80 and 90 °C for 1 and 70 and 130 °C for 2. The thermodynamic Gibbs free energy of the E/Z equilibrium of the isomers has been determined from the time-resolved chromatograms by cryogenic modulation. The method described here constitutes a new and important tool for the determination of isomerization barriers, which are of great interest, for example, for the quantitative determination of derivatized aldehydes, such as dinitrophenylhydrazine derivatives, in trace analysis.

  通过二维动态气相色谱（DGC×DGC）和计算机模拟综合研究了乙醛肟 1 和丁醛肟 2 的 E 和 Z 异构体的相互转化。时间分辨低温调制能够揭示动态洗脱曲线下作为精细结构的精确异构体比例，而在一维实验中，这种结构的特点是在分离过程中异构体的相互转化导致的高原形成或峰的凝聚。该色谱理论板模型已扩展用于二维动态色谱综合实验的计算机模拟。基于新算法开发的新程序 ChromWin 2D 可用于计算机模拟，以评估和预测 DGC×DGC 实验的洗脱曲线。ChromWin 2D 可以确定色谱分离过程中发生的异构化、外延化和对映体化过程的速率常数和障碍。通过在 80 至 90 °C（1）和 70 至 130 °C（2）之间进行的温度依赖性实验，确定了在固定相 BP21（聚（乙二醇）对苯二甲酸酯端基）存在下 E/Z 和 Z/E 异构化障碍的艾林活化参数。通过低温调制，从时间分辨色谱图中确定了异构体 E/Z 平衡的热力学吉布斯自由能。该方法是测定异构化障碍的重要新工具，对于痕量分析中衍生化醛（如二硝基苯肼衍生物）的定量测定具有重要意义。
• A direct synthesis of nitriles and amides from aldehydes using dry or wet alumina in solvent free conditions
  作者：Hashem Sharghi、Mona Hosseini Sarvari

  DOI：10.1016/s0040-4020(02)01417-5

  日期：2002.12

  An efficient and simple procedure for the direct conversion of aldehydes into the corresponding nitriles with (NH2OHHCl)-H-./dry Al2O3/MeSO2Cl or amides with (NH2OHHCl)-H-./wet Al2O3/MeSO2Cl are studied. (C) 2002 Elsevier Science Ltd. All rights reserved.
• [EN] ORGANIC ELECTROCHROMIC MATERIALS HAVING HIGH TRANSPARENCY AND HIGH CONTRAST IN THE VISIBLE RANGE<br/>[FR] MATÉRIAUX ÉLECTRO-CHROMIQUES ORGANIQUES PRÉSENTANT UNE GRANDE TRANSPARENCE ET UN CONTRASTE ÉLEVÉ DANS LE VISIBLE
  申请人：CONSORZIO INTERUNIVERSITARIO NAZ PER LA SCIENZA E TECNOLOGIA DEI MATERIALI

  公开号：WO2013038243A3

  公开（公告）日：2014-03-13
• Expeditious preparation of isoxazoles from Δ2-isoxazolines as advanced intermediates for functional materials
  作者：Guilherme D. Vilela、Rafaela R. da Rosa、Paulo H. Schneider、Ivan H. Bechtold、Juliana Eccher、Aloir A. Merlo

  DOI：10.1016/j.tetlet.2011.09.122

  日期：2011.12

  A collection of isoxazoles derivatives has been efficiently synthesized in three steps. The oximation reaction of aldehydes followed by nitrile oxide [3+2] 1,3-dipolar cycloaddition and MnO2-oxidation reaction furnished the title compounds which were purified by simple filtration on celite (R). (C) 2011 Elsevier Ltd. All rights reserved.