ORGANIC CHEMISTRY II LAB MANUAL>CUSTOM<
ORGANIC CHEMISTRY II LAB MANUAL>CUSTOM<
9th Edition
ISBN: 9780534261641
Author: SIMEK
Publisher: Cengage Learning
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Chapter 20.5, Problem 20.5P

Phenols are less acidic than carboxylic acids, with values of pKa around 10. Phenols are deprotonated by (and therefore soluble in) solutions of sodium hydroxide but not by solutions of sodium bicarbonate. Explain how you would use extractions to isolate the three pure compounds from a mixture of p-cresol (p-methylphenol), cyclohexanone, and benzoic acid.

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a) b) c) H NaOH heat, dehydration + KOH heat, dehydration NaOH + (CH3)3CCHO heat, dehydration Ph
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ORGANIC CHEMISTRY II LAB MANUAL>CUSTOM<

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NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY