Monoozonides of chloro-substituted conjugated dienes: preparation, stability, and some chemical reactions
- 1 August 1986
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 64 (8) , 1553-1559
- https://doi.org/10.1139/v86-256
Abstract
The chlorodienes (E)-4-chloro-3-methyl-1,3-hexadiene (5a), (E)- and (Z)-4-chloro-2,3-dimethyl-1,3-hexadiene (5b/6b), (E,E)-5-chloro-4-methyl-2,4-heptadiene (5c), (4E)- and (4Z)-5-chloro-3,4-dimethyl-2,4-heptadiene (5d/6d), chloroprene (11a), and 2-chloro-3-methyl-1,3-butadiene (11b) are selectively ozonized at the non-chlorinated double bonds to give the corresponding monoozonides 7, 8, and 12. Further ozonolyses of the monoozonides of 5b and of 11b in methanol as well as epoxidation of the monoozonide of 5b and subsequent reaction of the resulting chloroepoxide with AgBF4 are described.Keywords
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