恶唑酮衍生物的合成与溶剂致变色:有机合成与物理有机化学的结合

IF 0.7 Q4 CHEMISTRY, MULTIDISCIPLINARY Orbital: The Electronic Journal of Chemistry Pub Date : 2022-07-17 DOI:10.17807/orbital.v14i2.16293
Taianne D’Angelo Korb, Lucia Helena Franco Martires Da Costa, Mauricio Ferreira Da Rosa
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引用次数: 0

摘要

这项工作提出了一项涉及有机合成和有机分子溶剂化色度的实验活动,将有机化学和物理有机化学的内容联系起来。这个实验提供了一个很好的机会,可以在课堂上学习与有机反应机制以及能量、电子态、溶质-溶剂相互作用、光谱学等物理化学领域的关系有关的一些内容,从而整合知识。实验上,我们通过Plöchl-Elenmeyer方法合成了恶唑酮衍生物4-[(p-N,N-二甲基氨基)亚苄基]-2-苯基恶唑-5-酮(AZA2),产率高(78%),而溶剂化变色研究表明,该衍生物具有反溶剂化变色性;因为在非羟基溶剂中它呈现正的溶剂合色性,而在质子溶剂中它则呈现负的溶剂化色性。这些不同的行为可以通过每种介质中存在的不同的溶质-溶剂相互作用来证明,这有利于不同的介孔结构的普遍存在。
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Synthesis and Solvatochromism of Oxazolone Derivative: Combining Organic Synthesis and Physical Organic Chemistry in a Single Experiment
This work presents a proposal of experimental activity involving organic synthesis and solvatochromism of an organic molecule, correlating the content of organic chemistry and physical organic chemistry. This experiment presents a good opportunity to work with the classroom some of the content related to the mechanisms of organic reactions and the relationship between energy, electronic states, solute-solvent interactions, spectroscopy, among others in the area of physical chemistry, thus integrating knowledge. Experimentally, we synthesized through the Plöchl-Erlenmeyer method the oxazolonic derivative 4-[(p-N,N-dimethylamino)benzylidene]-2-phenyloxazole-5-one (AZA2) with good yield (78%), while the solvatochromic study showed that this derivative presented reverse solvatochromism; since in non-hydroxyl solvents it presented positive solvatochromism, but in protic solvents it presented negative solvatochromism. These different behaviors can be justified by the different solute-solvent interactions existing in each medium, which favors the prevalence of different mesomeric structures.
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来源期刊
Orbital: The Electronic Journal of Chemistry
Orbital: The Electronic Journal of Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
1.10
自引率
0.00%
发文量
25
审稿时长
10 weeks
期刊介绍: Orbital: The Electronic Journal of Chemistry is a quarterly scientific journal published by the Institute of Chemistry of the Universidade Federal de Mato Grosso do Sul, Brazil. Original contributions (in English) are welcome, which focus on all areas of Chemistry and their interfaces with Pharmacy, Biology, and Physics. Neither authors nor readers have to pay fees. The journal has an editorial team of scientists drawn from regions throughout Brazil and world, ensuring high standards for the texts published. The following categories are available for contributions: 1. Full papers 2. Reviews 3. Papers on Education 4. History of Chemistry 5. Short communications 6. Technical notes 7. Letters to the Editor The Orbital journal also publishes a number of special issues in addition to the regular ones. The central objectives of Orbital are threefold: (i) to provide the general scientific community (at regional, Brazilian, and worldwide levels) with a formal channel for the communication and dissemination of the Chemistry-related literature output by publishing original papers based on solid research and by reporting contributions which further knowledge in the field; (ii) to provide the community with open, free access to the full content of the journal, and (iii) to constitute a valuable channel for the dissemination of Chemistry-related investigations.
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