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(b) A species such as X– is stable in a particular solution if it exists in...

(b) A species such as X– is stable in a particular solution if it exists in “appreciable amounts” in that solution at equilibrium. Let’s define “appreciable amounts” of X– as X– being present in quantities of at least 1% of all forms of X (forms of X: X–, HX, X2–, etc.). In a solution containing appreciable amounts of both cyclohexanone and its enolate at equilibrium:

(i) Would CH3O– (pKa of CH3OH is 17) be a stable species? Explain your answer.

(ii) Would H3O+ be a stable species? Explain your answer.

(iii) Would CH3– (pKa of CH4 = 50) be a stable species? Explain your answer.

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