Dolbier HW Solutions 411

Dolbier HW Solutions 411 - 505 CARBOXYLIC ACIDS which can...

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which can be rearranged to [H 1 ][HCO 3 2 ] 5 (4.3 3 10 2 7 )[CO 2 ] and therefore True K 1 5 } (4.3 3 [H 1 2 C 0 2 O 7 3 ) ] [CO 2 ] } 5 5 1.4 3 10 2 4 Thus, when corrected for the small degree to which carbon dioxide is hydrated, it can be seen that carbonic acid is actually a stronger acid than acetic acid. Carboxylic acids dissolve in sodium bicar- bonate solution because the equilibrium that leads to carbon dioxide formation is favorable, not be- cause carboxylic acids are stronger acids than carbonic acid. 19.7 ( b ) 2-Chloroethanol has been converted to 3-hydroxypropanoic acid by way of the corresponding nitrile. The presence of the hydroxyl group in 2-chloroethanol precludes the preparation of a Grignard reagent from this material, and so any attempt at the preparation of 3-hydroxypropanoic acid via the Grignard reagent of 2-chloroethanol is certain to fail. ( c ) Grignard reagents can be prepared from tertiary halides and react in the expected manner with carbon dioxide. The procedure shown is entirely satisfactory.
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This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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