Mechanism of hydroxylation of alkanes by dimethyldioxirane. A radical-clock study
Identifieur interne : 000947 ( Main/Exploration ); précédent : 000946; suivant : 000948Mechanism of hydroxylation of alkanes by dimethyldioxirane. A radical-clock study
Auteurs : Raffaella Vanni [Canada] ; Simon J. Garden [Canada] ; Jeffrey T. Banks [Canada] ; Keith U. Ingold [Canada]Source :
- Tetrahedron Letters [ 0040-4039 ] ; 1995.
Abstract
The oxidation of 2-cyclopropylpropane by dimethyldioxirane (DMD) to 2-cyclopropyl-propan-2-ol is not a free-radical chain reaction. It is suggested the free-radical chain observed by Minisci et al.8 when alkane / DMD reactions were carried out in the presence of CCl3Br involves H-atom abstraction from the alkane by Cl3,COO· (in air) and by Me2C(O·)OCCl3, as well as by the Cl3C· radical.
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DOI: 10.1016/0040-4039(95)01666-6
Affiliations:
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A radical-clock study</title><author><name sortKey="Vanni, Raffaella" sort="Vanni, Raffaella" uniqKey="Vanni R" first="Raffaella" last="Vanni">Raffaella Vanni</name><affiliation wicri:level="1"><country>Canada</country><wicri:regionArea>Steacie Institute for Molecular Sciences, National Research Council of Canada, Ottawa, Ontario</wicri:regionArea><wicri:noRegion>Ontario</wicri:noRegion></affiliation></author><author><name sortKey="Garden, Simon J" sort="Garden, Simon J" uniqKey="Garden S" first="Simon J." last="Garden">Simon J. Garden</name><affiliation wicri:level="1"><country>Canada</country><wicri:regionArea>Steacie Institute for Molecular Sciences, National Research Council of Canada, Ottawa, Ontario</wicri:regionArea><wicri:noRegion>Ontario</wicri:noRegion></affiliation></author><author><name sortKey="Banks, Jeffrey T" sort="Banks, Jeffrey T" uniqKey="Banks J" first="Jeffrey T." last="Banks">Jeffrey T. Banks</name><affiliation wicri:level="1"><country>Canada</country><wicri:regionArea>Steacie Institute for Molecular Sciences, National Research Council of Canada, Ottawa, Ontario</wicri:regionArea><wicri:noRegion>Ontario</wicri:noRegion></affiliation></author><author><name sortKey="Ingold, Keith U" sort="Ingold, Keith U" uniqKey="Ingold K" first="Keith U." last="Ingold">Keith U. Ingold</name><affiliation wicri:level="1"><country>Canada</country><wicri:regionArea>Steacie Institute for Molecular Sciences, National Research Council of Canada, Ottawa, Ontario</wicri:regionArea><wicri:noRegion>Ontario</wicri:noRegion></affiliation></author></analytic><monogr></monogr><series><title level="j">Tetrahedron Letters</title><title level="j" type="abbrev">TETL</title><idno type="ISSN">0040-4039</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="1995">1995</date><biblScope unit="volume">36</biblScope><biblScope unit="issue">44</biblScope><biblScope unit="page" from="7999">7999</biblScope><biblScope unit="page" to="8002">8002</biblScope></imprint><idno type="ISSN">0040-4039</idno></series><idno type="istex">3CA19B4ECA6ACDD9A03341C62BFAC00EC7ADE92D</idno><idno type="DOI">10.1016/0040-4039(95)01666-6</idno><idno type="PII">0040-4039(95)01666-6</idno><idno type="ArticleID">95016666</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0040-4039</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The oxidation of 2-cyclopropylpropane by dimethyldioxirane (DMD) to 2-cyclopropyl-propan-2-ol is not a free-radical chain reaction. It is suggested the free-radical chain observed by Minisci et al.8 when alkane / DMD reactions were carried out in the presence of CCl3Br involves H-atom abstraction from the alkane by Cl3,COO· (in air) and by Me2C(O·)OCCl3, as well as by the Cl3C· radical.</div></front></TEI><affiliations><list><country><li>Canada</li></country></list><tree><country name="Canada"><noRegion><name sortKey="Vanni, Raffaella" sort="Vanni, Raffaella" uniqKey="Vanni R" first="Raffaella" last="Vanni">Raffaella Vanni</name></noRegion><name sortKey="Banks, Jeffrey T" sort="Banks, Jeffrey T" uniqKey="Banks J" first="Jeffrey T." last="Banks">Jeffrey T. Banks</name><name sortKey="Garden, Simon J" sort="Garden, Simon J" uniqKey="Garden S" first="Simon J." last="Garden">Simon J. Garden</name><name sortKey="Ingold, Keith U" sort="Ingold, Keith U" uniqKey="Ingold K" first="Keith U." last="Ingold">Keith U. Ingold</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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