The following hydroxide-catalyzed b-elimination takes place by a carbon–anion stepwise mechanism. Show the carbon–anion intermediate and explain its stability. Think in terms of a polar effect (Sec. 3.6C). Recalling also that resonance structures imply heightened stability (Sec. 1.4), draw a resonance structure for this anion as well.

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HO–CH,CH, C–CH3 HO™ = H₂C=CH_i_ H,C=CH-C-CH,+H,O