Esters, Amides PS soln

Esters, Amides PS soln - CHEM 312 Esters Amides Problem Set...

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CHEM 312 Esters, Amides Problem Set 1. Show the products from the following reactions, and indicate whether the reaction favors the reactants or the products. OH Cl O + O O + HCl O O NH 2 + H N O + OH O O + HCl HO Cl O O O N H + HO N O O O N + no reaction! This would make a charged product: O N O HO Cl O O O + HCl 2. We didn’t cover the mechanism of nucleophilic acyl substitution, but here are the steps. Add the appropriate arrows to complete the mechanism. Cl O HO + Cl - O + HO O H + O + Cl - O O + HCl 3. Amides are not basic. Using a resonance structure, explain why.
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NH O NH O The lone pair of electrons are tied up in the resonance structure, making them unavailable for bonding. Thus the N is not basic. 4. Primary and secondary amides are capable of tautomerization.
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This note was uploaded on 10/24/2011 for the course CHEM 312 taught by Professor Bailey during the Spring '03 term at Cal Poly.

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Esters, Amides PS soln - CHEM 312 Esters Amides Problem Set...

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