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Kinetics and mechanism of the oxidation of thiourea and N,N'-dialkylthioureas by hydrogen peroxide

Hoffmann, Michael and Edwards, John O. (1977) Kinetics and mechanism of the oxidation of thiourea and N,N'-dialkylthioureas by hydrogen peroxide. Inorganic Chemistry, 16 (12). pp. 3333-3338. ISSN 0020-1669. http://resolver.caltech.edu/CaltechAUTHORS:20151215-100419432

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Abstract

The oxidation of thiourea and two dialkylthioureas to their respective formamidine disulfide cations by hydrogen peroxide in acid solution has been studied kinetically. The rate law and other data indicate that the reactions proceed via a nucleophilic displacement by sulfur on oxygen. The scope of this mechanism for reaction of nucleophiles with peroxides is discussed.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ic50178a069DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ic50178a069PublisherArticle
ORCID:
AuthorORCID
Hoffmann, Michael0000-0002-0432-6564
Additional Information:© 1977 American Chemical Society. Received July 6, 1977. We are indebted to Mr. N. Fina who performed some initial experiments and to the U.S.A.F. Office of Scientific Research for financial support.
Funders:
Funding AgencyGrant Number
Air Force Office of Scientific Research (AFOSR)UNSPECIFIED
Record Number:CaltechAUTHORS:20151215-100419432
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20151215-100419432
Official Citation:Kinetics and mechanism of the oxidation of thiourea and N,N'-dialkylthioureas by hydrogen peroxide Michael Hoffmann and John O. Edwards Inorganic Chemistry 1977 16 (12), 3333-3338 DOI: 10.1021/ic50178a069
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:62927
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:15 Dec 2015 19:16
Last Modified:13 Feb 2019 18:06

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