Although we normally think of acetic acid as an acid, it can also act as a weak base. Treated with a strong acid, it can become protonated. The conjugate acid of acetic acid is shown. H3C- :O-H H* Draw curved arrows for resonance structure 1. H₂C Derive a resonance structure for this ion which, taken with the given structure, would show that the two -OH groups are equivalent, the two C-O bonds are equivalent, and the positive charge is shared equally by the two oxygens. H3C- The skeleton for the second resonance structure is provided. Add the bond(s), charge(s), and unshared pairs of electrons. Then draw the curved arrows to show the flow of electrons that transforms each resonance structure into the other. : OH H OH :O-H Complete the structure of resonance structure 2 and draw curved arrows to transform it to resonance structure 1. H₂C <-C OH OH

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Chapter1: Chemical Foundations
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Although we normally think of acetic acid as an acid, it can also act as a weak base. Treated with a strong acid, it can become
protonated. The conjugate acid of acetic acid is shown.
H₂C
:O-H
H*
Draw curved arrows for resonance structure 1.
H₂C
Derive a resonance structure for this ion which, taken with the given structure, would show that the two -OH groups are
equivalent, the two C-O bonds are equivalent, and the positive charge is shared equally by the two oxygens.
с
The skeleton for the second resonance structure is provided. Add the bond(s), charge(s), and unshared pairs of electrons. Then
draw the curved arrows to show the flow of electrons that transforms each resonance structure into the other.
: OH
||
H3C-
I..
-H
OH
:0 -H
Complete the structure of resonance structure 2 and
draw curved arrows to transform it to resonance
structure 1.
*K
H₂C -C
OH
OH
Transcribed Image Text:Although we normally think of acetic acid as an acid, it can also act as a weak base. Treated with a strong acid, it can become protonated. The conjugate acid of acetic acid is shown. H₂C :O-H H* Draw curved arrows for resonance structure 1. H₂C Derive a resonance structure for this ion which, taken with the given structure, would show that the two -OH groups are equivalent, the two C-O bonds are equivalent, and the positive charge is shared equally by the two oxygens. с The skeleton for the second resonance structure is provided. Add the bond(s), charge(s), and unshared pairs of electrons. Then draw the curved arrows to show the flow of electrons that transforms each resonance structure into the other. : OH || H3C- I.. -H OH :0 -H Complete the structure of resonance structure 2 and draw curved arrows to transform it to resonance structure 1. *K H₂C -C OH OH
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