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14. Based on their structures, rank phenol, benzene, benzaldehyde, and benzoic acid in terms of lowest to highest boiling point. COH H. 15. Is

14. Based on their structures, rank phenol, benzene, benzaldehyde, and benzoic acid in terms of lowest to highest boiling point. COH H. 15. Is squaric acid soluble in water? Explain your reasoning. OH HO, 16. Consider the molecular structures of propionic acid (CH3CH;COOH) and methyl acetate (CH;COOCH3). a) Which substance has a high boiling point? Briefly explain. b) Which substance is more soluble in water? Briefly explain.

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