The drug aceclofenac has a carboxylate group with a pKa value of 3.4. Rounded to the nearest integer, what is the ratio of [deprotonated]/[protonated] aceclofenac, at physiological pH? Be sure to use the value for physiological pH that we discussed in class.

Question

BlackTom AI · Accepted Answer

To determine the ratio of deprotonated to protonated aceclofenac at physiological pH, we apply the Henderson–Hasselbalch equation: pH = pKa + log([A-]/[HA]). Here, pKa = 3.4 and the physiological pH discussed in class is 7.4. Rearranging for the ratio gives log([A-]/[HA]) = pH − pKa = 7.4 − 3.4 = 4.0. Converting from a logarithm to a ratio yields [A-]/[HA] = 10^4 = 10000.

Thus, the deprotonated form is vastly more abundant than the protonated form at this pH, with a ratio of 10000:1. Since the instruction asks for rounding to the nearest integer, the ratio is 10000.

Note: No multiple-choice options were provided in the prompt to critique or compare against, so this reasoning focuses solely on deriving the ratio from the given pKa and the specified physiological pH. If there were options, each would be evaluated against this Henderson–Hasselbalch calculation, noting that any answer implying a ratio near 1, or a ratio greater than 10^4, would be inconsistent with pH 7.4 and pKa 3.4.

The drug aceclofenac has a carboxylate group with a pKa value of 3.4. Rounded to the nearest integer, what is the ratio of [deprotonated]/[protonated] aceclofenac, at physiological pH? Be sure to use the value for physiological pH that we discussed in class.Numerical

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