Given that C6H11COOH has a pKa = 4.8 and C6H11N+H3 has a pKa = 10.7, What pH would you make the water layer to cause the carboxylic acid to dissolve in the water layer and the amine to dissolve in the water layer?

Macroscale and Microscale Organic Experiments
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ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
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Chapter7: Extraction
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Given that C6H11COOH has a pKa = 4.8 and C6H11N+H3 has a pKa = 10.7, What pH would you make the water layer to cause the carboxylic acid to dissolve in the water layer and the amine to dissolve in the water layer? 

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