Chrysanthemic acid occurs as a mixture of esters in flowers of the chrysanthemum (pyrethrum) family. Reduction of chrysanthemic acid to its alcohol followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate. Solvolysis alcohols. of the tosylate gives a mixture of artemesia and yomogi HO НО Chrysanthemic acid Chrysanthemyl alcohol OH TsO DMSO Chrysanthemyl tosylate Artemesia alcohol Yomogi alcohol Propose a mechanism for the formation of these alcohols from chrysanthemyl tosylate.

Chemistry
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Chapter1: Chemical Foundations
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Chrysanthemic acid occurs as a mixture of esters in flowers of the chrysanthemum
(pyrethrum) family. Reduction of chrysanthemic acid to its alcohol
followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate.
Solvolysis
alcohols.
of the tosylate gives a mixture of artemesia and yomogi
HO
НО
Chrysanthemic acid
Chrysanthemyl alcohol
OH
TsO
DMSO
Chrysanthemyl tosylate
Artemesia alcohol
Yomogi alcohol
Propose a mechanism for the formation of these alcohols from chrysanthemyl tosylate.
Transcribed Image Text:Chrysanthemic acid occurs as a mixture of esters in flowers of the chrysanthemum (pyrethrum) family. Reduction of chrysanthemic acid to its alcohol followed by conversion of the alcohol to its tosylate gives chrysanthemyl tosylate. Solvolysis alcohols. of the tosylate gives a mixture of artemesia and yomogi HO НО Chrysanthemic acid Chrysanthemyl alcohol OH TsO DMSO Chrysanthemyl tosylate Artemesia alcohol Yomogi alcohol Propose a mechanism for the formation of these alcohols from chrysanthemyl tosylate.
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