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Novel rearrangement of secondary alkoxyalkyl radicals during addition to a double bond. Steric shielding in the formation of tertiary alkoxyethyl radicals

✍ Scribed by Oldřich Paleta; Jan Hajduch; Stanislav Bőhm


Book ID
104232192
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
304 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


The participation of a 1,3-hydrogen shift in initially formed secondary alkoxyethyl radicals R 1 R 2 CH-O-CH -CH 3 during their free-radical chain additions to methyl 2,3,3-trifluoroacrylate has been confirmed using a deuterium marked additive. Indirect evidence has been obtained for a partial 1,3-hydrogen shift in secondary radicals CH 3 (CH 2 ) n -CH -O-CH 3 to primary radicals CH 3 (CH 2 ) n -CH 2 -O-CH 2 . Initial formation of tertiary alkoxyethyl radicals R 1 R 2 C -O-CHR 3 R 4 in the propagation step was not observed due to steric factors.


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ChemInform Abstract: Novel Rearrangement
✍ Oldrich Paleta; Jan Hajduch; Stanislav Bohm 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

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