problem set 4 key - orgo

problem set 4 key - orgo - Monda y Nig ht Problem Set 4 KEY...

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Monday Night Problem Set 4 KEY 1. Fill in the structures that result from each arrow pushing sequence for the following Lewis acid/base reactions. Pay attention to formal charges! B F F F C O CH 3 C H H H H H H H H Br HO NH 3 H 3 N B F F F H 2 C CH 3 O H 2 O H H H H H Br 2. Draw additional resonance forms of each of the following molecules, being sure to include formal charges where appropriate . Use the arrow formalism to show how electrons moved from one to the next. N H O N H O N H O N H O N H O N H O
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3. Phenol is a stronger acid than methyl alcohol, even though both contain an alcohol functional group. Draw the anions resulting from the loss of H + for both molecules, and explain the surprising difference in acidity. OH H 3 C OH phenol methyl alcohol O H 3 C O O O O Once phenol is deprotonated, the conjugate base can be stabilized by resonance. Thus, phenol is more acidic than typical alcohols. The conjugate base of methyl alcohol does not get any such stabilization.
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problem set 4 key - orgo - Monda y Nig ht Problem Set 4 KEY...

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