Electron delocalization acetate ions

A similar electron delocalization stabilizes acetate ion and related species... [Pg.42]

The resonance effect of the carbonyl group Electron delocalization expressed by resonance between the following Lewis structures causes the negative charge in acetate to be shared equally by both oxygens Electron delocalization of this type IS not available to ethoxide ion... [Pg.796]

Electron delocalization in carboxylate ions is nicely illustrated with the aid of elec trostatic potential maps As Figure 19 4 shows the electrostatic potential is different for the two different oxygens of acetic acid but is the same for the two equivalent oxygens of acetate ion... [Pg.797]

In other words, the unshared electron pair of the base, acetate ion, is delocalized (spread over both oxygens) by resonance. This electron pair is stabilized and less available for bonding to the proton, which localizes this electron pair in the sigma bond and costs resonance energy. The most common effect of resonance on an acid-base reaction is to delocalize and stabilize the unshared electron pair of the conjugate base, resulting in a stronger acid. [Pg.123]

Measured C—O bond distances also reflect the importance of electron delocalization in acetate ion. Acetic acid s bond distances are consistent with a short double bond (121 pm) and a long single bond (136 pm), whereas the two carbon-oxygen bond distances... [Pg.781]

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