分子内供体-受体相互作用对有机化合物辐射分解的影响:对乙酰丙酮的影响

IF 1.1 4区化学 Q4 CHEMISTRY, PHYSICAL

Doklady Physical Chemistry Pub Date : 2023-08-11 DOI:10.1134/S0012501622600188

S. I. Vlasov, A. V. Ponomarev, B. G. Ershov

{"title":"分子内供体-受体相互作用对有机化合物辐射分解的影响:对乙酰丙酮的影响","authors":"S. I. Vlasov, A. V. Ponomarev,  B. G. Ershov","doi":"10.1134/S0012501622600188","DOIUrl":null,"url":null,"abstract":"<p>It has been shown for acetylacetone as an example that the intramolecular hydrogen bond significantly affects the radiolytic transformations of organic compounds by suppressing the proton transfer from the primary radical cation to the molecule and also by promoting cleavage of the C–OH bond in the enol form. Due to these effects, the major heavy product of radiolysis at 295 K is 4-oxopent-2-en-2-yl acetate. Under boiling conditions (413 K), hydrogen bonds are cleaved, resulting in the predominant formation of 4-hydroxy-2-pentanone, which is not detected at 295 K.</p>","PeriodicalId":532,"journal":{"name":"Doklady Physical Chemistry","volume":"510 2","pages":"91 - 94"},"PeriodicalIF":1.1000,"publicationDate":"2023-08-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Effect of Intramolecular Donor-Acceptor Interactions on the Radiolysis of Organic Compounds: Effects in Acetylacetone\",\"authors\":\"S. I. Vlasov, A. V. Ponomarev,  B. G. Ershov\",\"doi\":\"10.1134/S0012501622600188\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>It has been shown for acetylacetone as an example that the intramolecular hydrogen bond significantly affects the radiolytic transformations of organic compounds by suppressing the proton transfer from the primary radical cation to the molecule and also by promoting cleavage of the C–OH bond in the enol form. Due to these effects, the major heavy product of radiolysis at 295 K is 4-oxopent-2-en-2-yl acetate. Under boiling conditions (413 K), hydrogen bonds are cleaved, resulting in the predominant formation of 4-hydroxy-2-pentanone, which is not detected at 295 K.</p>\",\"PeriodicalId\":532,\"journal\":{\"name\":\"Doklady Physical Chemistry\",\"volume\":\"510 2\",\"pages\":\"91 - 94\"},\"PeriodicalIF\":1.1000,\"publicationDate\":\"2023-08-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Doklady Physical Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S0012501622600188\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Doklady Physical Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S0012501622600188","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

摘要

以乙酰丙酮为例，分子内氢键通过抑制质子从初级自由基阳离子向分子的转移和促进烯醇形式的C-OH键的裂解，显著影响有机化合物的辐射分解转化。由于这些影响，295k下放射性溶解的主要重产物是4-氧氧苯-2-烯-2-乙酸酯。在沸点条件下(413 K)，氢键被劈裂，导致主要形成4-羟基-2-戊酮，而在295 K时没有检测到。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Effect of Intramolecular Donor-Acceptor Interactions on the Radiolysis of Organic Compounds: Effects in Acetylacetone

查看原文本刊更多论文

Effect of Intramolecular Donor-Acceptor Interactions on the Radiolysis of Organic Compounds: Effects in Acetylacetone

It has been shown for acetylacetone as an example that the intramolecular hydrogen bond significantly affects the radiolytic transformations of organic compounds by suppressing the proton transfer from the primary radical cation to the molecule and also by promoting cleavage of the C–OH bond in the enol form. Due to these effects, the major heavy product of radiolysis at 295 K is 4-oxopent-2-en-2-yl acetate. Under boiling conditions (413 K), hydrogen bonds are cleaved, resulting in the predominant formation of 4-hydroxy-2-pentanone, which is not detected at 295 K.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Doklady Physical Chemistry 化学-物理化学

CiteScore

1.50

自引率

0.00%

发文量

审稿时长

6-12 weeks

期刊介绍： Doklady Physical Chemistry is a monthly journal containing English translations of current Russian research in physical chemistry from the Physical Chemistry sections of the Doklady Akademii Nauk (Proceedings of the Russian Academy of Sciences). The journal publishes the most significant new research in physical chemistry being done in Russia, thus ensuring its scientific priority. Doklady Physical Chemistry presents short preliminary accounts of the application of the state-of-the-art physical chemistry ideas and methods to the study of organic and inorganic compounds and macromolecules; polymeric, inorganic and composite materials as well as corresponding processes. The journal is intended for scientists in all fields of chemistry and in interdisciplinary sciences.