(a) The structure of the bicarbonate (hydrogen carbonate) ion, HCO3-. is best described as a hybrid of...
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(i) Draw at least one additional resonance form,
(ii) Using curved "electron-pushing" arrows, show how these Lewis structures may be interconvert by movement of electron pairs,
(iii) Determine which form or forms will be the major contributors) to the real structure of bicarbonate, explaining your answer on the basis of the criteria in Section 1-5.
(b) Draw two resonance forms for formaldehyde oxime, H2CNOH. As in parts (ii) and (iii) of (a), use curved arrows to interconvert the resonance forms and determine which form is the major contributor.
(c) Repeat the exercises in (b) for formaldehyde oximate ion, [H2CNO]-.
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Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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