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Dolbier HW Solutions 646

Dolbier HW Solutions 646 - by subsequent experiments 1 O 3...

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( e ) Tetrahymanol 26.18 Of the four isoprene units of cubitene, three of them are joined in the usual head-to-tail fashion, but the fourth one is joined in an irregular way. 26.19 ( a ) Cinerin I is an ester, the acyl portion of which is composed of two isoprene units, as follows: ( b ) Hydrolysis of cinerin I involves cleavage of the ester unit. Chrysanthemic acid has the constitution shown in the equation. Its stereochemistry is revealed
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Unformatted text preview: by subsequent experiments. 1. O 3 2. oxidation 1 O O COH ( 1 )-Chrysanthemic acid O O COH HOC ( 2 )-Caronic acid CH 3 CCH 3 Acetone H 2 O O O Cinerin I 1 O COH ( 1 )-Chrysanthemic acid HO O O O O O Cinerin I Irregular linkage of this isoprene unit to remainder of molecule H 3 C CH 3 CH 3 CH 3 CH 3 CH 3 OH CH 3 H 3 C Tail-to-tail linkage of isoprene units 740 LIPIDS...
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