Dolbier HW Solutions 226

Dolbier HW Solutions 226 - 220 ALKYNES (e) C Both carbons...

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( e ) Both carbons of a unit are converted to carboxyl groups on ozonolysis. ( f ) Ozonolysis cleaves the carbon carbon triple bond. O < ( g ) Hydration of a terminal carbon carbon triple bond converts it to a @ CCH 3 group. ( h ) Sodium-in-ammonia reduction of an alkyne yields a trans alkene. The stereochemistry of a double bond that is already present in the molecule is not altered during the process. ( i ) The primary chloride leaving group is displaced by the alkynide nucleophile. 1 O O(CH 2 ) 8 Cl 8-Chlorooctyl tetrahydropyranyl ether CCH 2 CH 2 CH 2 CH 3 NaC Sodium 1-hexynide O O(CH 2 ) 8 C CCH 2 CH 2 CH 2 CH 3 9-Tetradecyn-1-yl tetrahydropyranyl ether ( Z )-13-Octadecen-3-yn-1-ol
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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