{"title":"Rethinking the Autoxidation of Benzoin","authors":"Yicheng Mei, , , Pu Wang, , and , Baowei Yang*, ","doi":"10.1021/acs.jchemed.4c01576","DOIUrl":null,"url":null,"abstract":"<p >The autoxidation of benzoin, commonly used as a demonstration experiment, has attracted interest from some chemical educators. Traditionally, this process is utilized to showcase the transformation of benzoin into benzil via a visible color change. However, the formation of multiple oxidation products beyond benzil is an often-overlooked phenomenon. By integrating macroscopic observation with molecular-level analysis, a revised approach allows students to investigate the potential oxidation mechanisms. Benzil is not the primary product; therefore, the conventional experimental method is inadequate for its direct preparation. Gaining insight into the underlying mechanisms could optimize the autoxidation of benzoin, rendering it potentially valuable for laboratory synthesis. Herein, a room-temperature synthesis method for benzil has been developed, which is specifically designed for use in educational laboratory settings.</p>","PeriodicalId":43,"journal":{"name":"Journal of Chemical Education","volume":"102 10","pages":"4329–4337"},"PeriodicalIF":2.9000,"publicationDate":"2025-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Education","FirstCategoryId":"92","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jchemed.4c01576","RegionNum":3,"RegionCategory":"教育学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The autoxidation of benzoin, commonly used as a demonstration experiment, has attracted interest from some chemical educators. Traditionally, this process is utilized to showcase the transformation of benzoin into benzil via a visible color change. However, the formation of multiple oxidation products beyond benzil is an often-overlooked phenomenon. By integrating macroscopic observation with molecular-level analysis, a revised approach allows students to investigate the potential oxidation mechanisms. Benzil is not the primary product; therefore, the conventional experimental method is inadequate for its direct preparation. Gaining insight into the underlying mechanisms could optimize the autoxidation of benzoin, rendering it potentially valuable for laboratory synthesis. Herein, a room-temperature synthesis method for benzil has been developed, which is specifically designed for use in educational laboratory settings.
期刊介绍:
The Journal of Chemical Education is the official journal of the Division of Chemical Education of the American Chemical Society, co-published with the American Chemical Society Publications Division. Launched in 1924, the Journal of Chemical Education is the world’s premier chemical education journal. The Journal publishes peer-reviewed articles and related information as a resource to those in the field of chemical education and to those institutions that serve them. JCE typically addresses chemical content, activities, laboratory experiments, instructional methods, and pedagogies. The Journal serves as a means of communication among people across the world who are interested in the teaching and learning of chemistry. This includes instructors of chemistry from middle school through graduate school, professional staff who support these teaching activities, as well as some scientists in commerce, industry, and government.