Dolbier HW Solutions 210

Dolbier HW Solutions 210 - 204 NUCLEOPHILIC SUBSTITUTION...

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Solution B prepared by adding potassium methoxide to acetic acid rapidly undergoes an acid base reaction: Thus the major base present is not methoxide but acetate. Methyl iodide therefore reacts with acetate anion in solution B to give methyl acetate. 8.42 Alkyl chlorides arise by the reaction sequence: The reaction proceeds to form the alkyl p -toluenesulfonate as expected, but the chloride anion formed in this step subsequently acts as a nucleophile and displaces p -toluenesulfonate from RCH 2 OTs. 8.43 Iodide ion is both a better nucleophile than cyanide and a better leaving group than bromide. The two reactions shown are therefore faster than the reaction of cyclopentyl bromide with sodium cyanide alone. 8.44–8.47 Solutions to molecular modeling exercises are not provided in this Study Guide and Solutions Man- ual. You should use Learning By Modeling
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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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