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# 325 - Practice Problem 3-25 Answer Draw a structural...

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Practice Problem 3-25 Answer Draw a structural formula for the product of each acid-catalyzed reaction. (a) Cyclohexanone + CH 3 CH 2 NH 2 (b) Phenylacetaldehyde + H 2 NNH 2 (c) Cyclopentanone + semicarbazide → (d) Acetophenone + 2,4- dinitrophenylhydrazine → (e) Benzaldehyde + hydroxylamine → Practice Problem 3-26 Answer Acid-catalyzed hydrolysis of an imine gives an amine and an aldehyde or ketone. When one equivalent of acid is used, the amine is converted to an ammonium salt. Write structural formulas for the products of hydrolysis of the following imines using one equivalent of HCl. O CH 3 CH 2 NH 2 pH = 4-5 N H O H 2 NNH 2 pH = 4-5 N NH 2 pH = 4-5 O N H 2 N H NH 2 O N N H NH 2 O pH = 4-5 O CH 3 N H N H 2 O 2 N NO 2 N CH 3 N H O 2 N NO 2 pH = 4-5 O H H 2 NOH N OH HCl (1 equiv) H 2 O MeO H O + H 3 NCH 2 CH 3 Cl HCl (1 equiv) H 2 O CH 2 NH 3 Cl + O

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Practice Problem 3-27 Answer Propose starting materials for the synthesis of each of the imines shown below.
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