CHEM 210 Study Guide - Midterm Guide: Acid Dissociation Constant, Nicotine, Geldanamycin

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23 Feb 2015
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N-heterocyclic carbenes (org lett 2014, 16, 4742) are a unique and useful class of small, organic molecules. They contain a carbon atom that has both an open shell and a non-bonding electron pair (see resonance contributor a, below). Be sure to show all non-bonding electron pairs and/or formal charges, as needed. H connectivity error -4 any charge error -2 once any nbe error -2 once. The conjugate acid for this n-heterocyclic carbene has a pka value of about 18, so the protonation reaction with hcl is quite favorable. Considering the information you learn about its structure thanks to its resonance contributors, draw the structure of the conjugate acid for this n-heterocyclic carbene. The product of the balanced equation of the reaction with hcl should be shown, and the structure should have all closed-shell atoms. Include non-bonding electrons and formal charges, as needed. less equal/same.

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