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Dolbier HW Solutions 415 - 509 CARBOXYLIC ACIDS(i There is...

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( i ) There is an aryl substituent at C-2 of propanoic acid in ibuprofen. This aryl substituent is a benzene ring bearing an isobutyl group at the para position. ( j ) Benzenecarboxylic acid is the systematic name for benzoic acid. Salicylic acid is a derivative of benzoic acid bearing a hydroxyl group at the position ortho to the carboxyl. 19.14 ( a ) The carboxylic acid contains a linear chain of eight carbon atoms. The parent alkane is octane, and so the systematic name of CH 3 (CH 2 ) 6 CO 2 H is octanoic acid. ( b ) The compound shown is the potassium salt of octanoic acid. It is potassium octanoate. ( c ) The presence of a double bond in CH 2 ? CH(CH 2 ) 5 CO 2 H is indicated by the ending -enoic acid. Numbering of the chain begins with the carboxylic acid, and so the double bond is be- tween C-7 and C-8. The compound is 7-octenoic acid. ( d ) Stereochemistry is systematically described by the E Z notation. Here, the double bond be- tween C-6 and C-7 in octenoic acid has the Z con fi guration; the higher ranked substituents are on the same side. ( e ) A dicarboxylic acid is named as a
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