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 of the tosylate gives a mixture of artemesia and yomogi alcohols. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. + H₂O: + :OH₂

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter19: Alkenes From Alcohols: Cyclohexene From Cyclohexanol
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HO.
Chrysanthemic acid
TsO.
X
Chrysanthemyl tosylate
HO.
Xnd-
Chrysanthemyl alcohol
H₂O
DMSO
Xx
OH
Artemesia alcohol
Yomogi alcohol
H₂O:
OH
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 of the tosylate gives a mixture of artemesia and yomogi alcohols.
Draw curved arrows to show the movement of electrons in this step of the reaction mechanism.
+
:OH₂
Transcribed Image Text:HO. Chrysanthemic acid TsO. X Chrysanthemyl tosylate HO. Xnd- Chrysanthemyl alcohol H₂O DMSO Xx OH Artemesia alcohol Yomogi alcohol H₂O: OH 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 of the tosylate gives a mixture of artemesia and yomogi alcohols. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism. + :OH₂
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