Ans Rev25 - Chapter 25 Review/Practice Problems 1...

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Chapter 25 Review/Practice Problems 1. Nomenclature. Draw structures for the following: Ethyldiisopropylamine Pyridine hydrochloride N-Methylaniline N-ethyl-2-phenylpentamine 2-(N-methylamino)butane Imidazole Tetraethylammonium bromide Pyrrole 2. Acid-Base properties Arrange the following sets of compounds in the order of decreasing basicity. Given the following pKa of the conjugate acid of the amines, which is the strongest base? Also draw the structure of the conjugate acid. Pyridine 5.16 Imidazole 6.9 Piperidine 11.12 Ans: Piperidine is the strongest base Describe how you could separate a mixture of benzoic acid, benzamide, and benzylamine (draw their structure first) using solvent extraction. Dissolve the mixture in an organic solvent (ether, for example) and extract with various aqueous acid or base solutions. Benzoic acid, PhCOOH, being a relative strong acid, can be extracted into sodium bicarbonate (or sodium hydroxide) solution. Benzylamine, PhCH 2 NH 2 , being a good base, can be extracted into dilute HCl solution. Benzamide, PhCONH
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Ans Rev25 - Chapter 25 Review/Practice Problems 1...

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