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Reaction of superoxide with alkyl halides and tosylates
Abstract
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTReaction of superoxide with alkyl halides and tosylatesJoseph San Filippo Jr., Chuen-Ing Chern, and Joan S. ValentineCite this: J. Org. Chem. 1975, 40, 11, 1678–1680Publication Date (Print):May 1, 1975Publication History Published online1 May 2002Published inissue 1 May 1975https://pubs.acs.org/doi/10.1021/jo00899a048https://doi.org/10.1021/jo00899a048research-articleACS PublicationsRequest reuse permissionsArticle Views644Altmetric-Citations90LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
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“Furthermore, it has been observed that the structure of the alkyl group attached to the halogen, the nature of the leaving group, and the polarity of the solvent exert influence on the course of the reaction in the carbon–oxygen bond formation step that is consistent with a mechanism involving an SN2 displacement on the carbon; therefore, it follows that the initial reaction of the superoxide with”
From Superoxide Anion Chemistry—Its Role at the Core of the Innate Immunity (2023) · cites this paper as [130]
In the citing paper
“therefore, it follows that the initial reaction of the superoxide with an alkyl halide produces an alkylperoxy radical [130], Figure 48.”
From Superoxide Anion Chemistry—Its Role at the Core of the Innate Immunity (2023) · cites this paper as [130]
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Items 101–105 of 105
Preparation of Alcohols and Phenols
(1978) · Compendium of organic synthetic methods · doi:10.1002/9780470125960.ch3
ChemInform Abstract: THE REACTION OF SUPEROXIDE WITH ALKYL HALIDES AND TOSYLATES
Filippo, J. S., Chern, C.-I., & Valentine, J. S. (1975) · ChemInform · doi:10.1002/chin.197536211
Self-citationJohnson, R. A. (2001) · Wiley eBooks · doi:10.1002/047084289x.rp250
Design et synthèse stéréocontrôlée d’oligoglycomimétiques de type phostone et hydroxylamine
Ferry, A. (2013) · theses.fr (ABES) · doi:10.70675/564a06efz2ef6z40b4zba9azfc47abace1d1
Transformation of alkyl and aryl halides into alcohols, thiols and thiophenols
Dunne, O., Collins, E. A., & O’Sullivan, T. P. (2026) · RSC Advances · doi:10.1039/d6ra00558f
Metadata
- Authors
- San Filippo, J., Chern, C.-I., & Valentine, J. S.
- ORCID
- Valentine, Joan S.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 1975-05
- Volume
- 40
- Issue
- 11
- Pages
- 1678-1680
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W2952115195
- Cited by
- 105
- References
- 0
- Citations by year
- 2026: 1 · 2025: 2 · 2024: 1 · 2023: 1 · 2022: 1 · 2020: 1 · 2019: 2 · 2017: 2 · 2016: 2 · 2015: 1 · 2014: 2 · 2012: 1
- FWCI
- 12.06
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- The Journal of Organic Chemistry (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Oxidative Organic Chemistry Reactions
- Physical Sciences › Chemistry › Organic Chemistry › Chemical Synthesis and Reactions
- Physical Sciences › Chemistry › Organic Chemistry › Physical Organic Chemistry and Reaction Kinetics
- Keywords
- superoxide, alkyl halides, tosylate, radical reactions, alkyl radicals, radical cations
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