2-羟基-5-壬基苯甲醛肟 | 50849-47-3

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-羟基-5-壬基苯甲醛肟
• 英文名称: 5-nonyl-2-hydroxybenzaldehyde oxime
• 英文别名: 2-hydroxy-5-nonylbenzaldoxime；5-nonylsalicylaldoxime；acorga P 50；P50；5-nonylsalicylaldehyde oxime；5-nonyl-salicylaldoxime；Benzaldehyde, 2-hydroxy-5-nonyl-, oxime；2-(hydroxyiminomethyl)-4-nonylphenol
• CAS: 50849-47-3
• 化学式: C₁₆H₂₅NO₂
• 分子量: 263.38
• InChiKey: MJUVQSGLWOGIOB-UHFFFAOYSA-N

物化性质

• 沸点：
  395.8±35.0 °C(Predicted)
• 密度：
  1.01
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  铜 、 2-羟基-5-壬基苯甲醛肟 以 正庚烷 、 水 为溶剂， 生成
  参考文献：
  名称：

  铜溶剂萃取的动力学及机理

  摘要：

  DOI：

  10.1021/j100316a029
• 作为产物：
  描述：

  对壬基酚 在 甲醇 、 盐酸羟胺 、 magnesium 作用下， 以 水 、 甲苯 为溶剂， 反应 15.0h， 生成 2-羟基-5-壬基苯甲醛肟
  参考文献：
  名称：

  Characterization of 5-nonylsalicylaldoxime production and the effects of modifiers on its extracting/stripping properties

  摘要：

  5-壬基水杨醛肟或2-羟基-5-壬基苯甲醛肟即醛肟是一种强铜萃取剂，主要用于铜溶剂萃取过程。为了表征醛肟生产过程并获得用于后续研究的纯物质，合成了该试剂，并首先对最终产物进行了仪器分析，如 FT-IR、1H-NMR 和 GC/MS 谱图。研究了各种改性剂对合成醛肟的影响，以改善其在铜（II）萃取过程中的萃取和反萃性能。根据改性剂类型和浓度的变化，确定了包括醛肟和一些改性剂的有机相的最佳配方。获得的实验数据表明，醛肟和改性剂（主要是脂肪醇）（C12（40% w/w）和 C14（60% w/w））的混合物中的净铜转移量大于单独的醛肟且大于它的另一种混合物。

  DOI：

  10.1007/s11164-012-0556-3

文献信息

• [EN] A METHOD FOR THE PREPARATION OF ALKYLSALICYLALDEHYDE AND ALKYLSALICYLALDOXIME, AND USE THEREOF<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'ALKYLSALICYLALDÉHYDE ET D'ALKYLSALICYLALDOXIME, ET UTILISATION ASSOCIÉE
  申请人：SPCM SA

  公开号：WO2017012757A1

  公开（公告）日：2017-01-26

  The invention relates to an improved method for the preparation of alkylsalicylaldehyde or its corresponding metallic salts. The invention also relates to a method for the preparation of alkylsalicylaldoxime by reacting said alkylsalicylaldehyde or its corresponding metallic salts with hydroxylamine or its salt. The invention also relates to a method for extracting a metal in an aqueous solution containing dissolved metal.

  本发明涉及一种改进的制备烷基水杨醛或其相应金属盐的方法。本发明还涉及一种通过将所述烷基水杨醛或其相应的金属盐与羟胺或其盐反应来制备烷基水杨醛肟的方法。本发明还涉及一种从含有溶解金属的水溶液中提取金属的方法。
• Comparing of 5-Nonylsalicylaldoxime and Salicylaldehyde Characterization Using Magnesium Salt Formylation Process
  作者：Zeinab Pouramini、Ali Moradi

  DOI：10.5012/jkcs.2012.56.3.357

  日期：2012.6.20

  5-Nonylsalicylaldoxime and salicylaldehyde are two derivatives of phenolic compounds which are very applicable materials in industries. Formerly the formylation of phenolic derivatives were carried out by Rimer-Tiemann method. In this work both of these two materials were synthesized by magnesium meditated formylation technique and their structural characterizations were compared by instrumental analysis technique. In order to achieve a selectively orthoformylated product, the hydroxyl group of nonylphenol (or phenol) was first modified by magnesium methoxide. The nonylphenol magnesium salt was then formylated by paraformaldehyde. The oximation reaction was finally applied to the prepared nonylsalicylaldehyde magnesium salt by liquid extracting via water and acid washing and other extractions. The solvent was finally removed by evaporation under reduced pressure. Some instrumental analysis such as $^1H$-NMR, GC/MS and FT-IR spectra were taken on the product in order to interpret the reaction characterization quantitatively and qualitatively. The formaldehyde and oxime functional groups of two compounds were investigated through $^1H$-NMR and FT-IR spectra and were compared. The yield of methoxilation was very good and the yields of formylation and oximation reactions were about 90%and 85% respectively. The orthoselectivity of formylation reaction were evaluated by comparing of the relevant spectra. The GC/MS spectra also confirmed the obtained results.

  5-Nonylsalicylaldoxime 和水杨醛是酚类化合物的两种衍生物，是非常适用的工业原料。以前，酚类衍生物的甲酰化是通过 Rimer-Tiemann 法进行的。本研究采用镁介导甲酰化技术合成了这两种材料，并通过仪器分析技术比较了它们的结构特征。为了获得选择性正甲酰化产物，壬基酚（或苯酚）的羟基首先被甲醇镁修饰。然后用多聚甲醛对壬基酚镁盐进行甲酰化反应。通过水洗、酸洗和其他萃取方法进行液体萃取，最后将氧化反应应用于制备的壬基水杨醛镁盐。最后通过减压蒸发除去溶剂。对产物进行了一些仪器分析，如 $^1H$-NMR、GC/MS 和 FT-IR 光谱，以便定量和定性地解释反应特征。通过 $^1H$-NMR 和 FT-IR 光谱对两种化合物的甲醛和肟官能团进行了研究和比较。甲氧基化反应的收率非常高，甲酰化和肟化反应的收率分别约为 90% 和 85%。通过比较相关光谱，评估了甲酰化反应的正选择性。GC/MS 图谱也证实了所获得的结果。
• METHOD FOR PREPARATION OF 5-ALKYLSALICYLALDOXIMES AND APPLICATION THEREOF
  申请人：Politechnika Warszawska

  公开号：US20170362168A1

  公开（公告）日：2017-12-21

  Method for preparation of 5-alkylsalicylaldoximes with formula 1, where R is a C6-C16 alkyl group, consisting in that into a water-alcohol solvent system, p-alkylphenol, sodium hydroxide, chloroform and hydroxylamine are introduced, while in relation to the alkylphenol used, sodium hydroxide and chloroform are used in amounts from the stoichiometric amount to a 100% excess, and hydroxylamine is used in amounts from the stoichiometric amount to a 60% excess, and the reaction is carried out at a temperature of 60-75° C. for 1.5-4 h, and then, at a temperature of 20-30° C., the post-reaction mixture is acidified till the pH of the aqueous phase <7.0 is obtained, and next, an alcohol-water azeotrope is distilled off with an admixture of unreacted chloroform, the residue is mixed with a neutral C5-C10 hydrocarbon solvent, the layers are separated, and the solvent is distilled off from the organic phase.

  制备化学式为1的5-烷基水杨醛肟的方法，其中R为C6-C16烷基基团，包括以下步骤：在水-醇溶剂体系中引入对烷基酚、氢氧化钠、氯仿和羟肟，相对于所使用的烷基酚，氢氧化钠和氯仿的用量为化学计量量至100％过量，羟肟的用量为化学计量量至60％过量，反应在60-75℃下进行1.5-4小时，然后在20-30℃下，酸化后反应混合物直到水相的pH＜7.0，接下来，用未反应的氯仿混合物蒸馏出醇-水共沸物，残留物与中性的C5-C10烃溶剂混合，分离层，在从有机相中蒸馏掉溶剂。
• 5-(2-Hydroxyphenyl)tetrazolyl compounds
  申请人：Imperial Chemical Industries Limited

  公开号：US04048187A1

  公开（公告）日：1977-09-13

  5-(2-Hydroxyphenyl)tetrazoles having substituents containing at least 5 aliphatic or alicyclic carbon atoms are prepared from the corresponding o-hydroxybenzyl cyanides with alkali metal azides. These tetrazoles are useful as extracting agents in liquid-liquid extraction processes for metals, especially copper. When used in such processes in combination with o-hydroxyaryl oximes they improve the extraction kinetics of the oximes.

  含有至少5个脂肪或脂环烷碳原子基团的5-(2-羟基苯基)四唑可由相应的o-羟基苄基氰化物与碱金属叠氮化物制备而成。这些四唑在液-液萃取过程中用作金属提取剂，特别是铜。当与o-羟基芳香酮一起在这些过程中使用时，它们可以改善酮的提取动力学。
• WO2007/34501
  申请人：——

  公开号：——

  公开（公告）日：——