Question 16Which of the following must be true if the penicillin-serine reaction results in ester formation as described in the passage? A.The thermodynamic cost of breaking the penicillin-serine ester is greater than the thermodynamic release from the β-lactam formation.B.The thermodynamic release from forming the β-lactam is equal to the thermodynamic cost of forming an ester.C.The thermodynamic cost of breaking the penicillin-serine ester is smaller than the thermodynamic release from the β-lactam formation.D.The thermodynamic release from forming the penicillin lactam is greater than the thermodynamic release from breaking the penicillin-serine ester.
Question
Question 16Which of the following must be true if the penicillin-serine reaction results in ester formation as described in the passage? A.The thermodynamic cost of breaking the penicillin-serine ester is greater than the thermodynamic release from the β-lactam formation.B.The thermodynamic release from forming the β-lactam is equal to the thermodynamic cost of forming an ester.C.The thermodynamic cost of breaking the penicillin-serine ester is smaller than the thermodynamic release from the β-lactam formation.D.The thermodynamic release from forming the penicillin lactam is greater than the thermodynamic release from breaking the penicillin-serine ester.
Solution
The question is asking about the thermodynamic costs and releases involved in the reaction between penicillin and serine, which results in ester formation and β-lactam formation.
Thermodynamics in chemistry refers to the study of energy and heat associated with chemical reactions. A reaction is said to be thermodynamically favorable if the total energy of the products is less than the total energy of the reactants.
In the context of this question, the "thermodynamic cost" refers to the energy required to break the penicillin-serine ester, and the "thermodynamic release" refers to the energy released when the β-lactam is formed.
A. This option suggests that more energy is required to break the ester than is released when the β-lactam is formed. This would make the reaction thermodynamically unfavorable, which contradicts the premise that the reaction does occur.
B. This option suggests that the energy required to break the ester is exactly balanced by the energy released when the β-lactam is formed. This would mean the reaction is thermodynamically neutral, which is a possibility, but not necessarily a requirement for the reaction to occur.
C. This option suggests that less energy is required to break the ester than is released when the β-lactam is formed. This would make the reaction thermodynamically favorable, which aligns with the premise that the reaction does occur.
D. This option suggests that the energy released when the β-lactam is formed is greater than the energy released when the ester is broken. This is not a valid comparison, as it is comparing two energy releases rather than a cost and a release.
Therefore, the most likely answer is C: The thermodynamic cost of breaking the penicillin-serine ester is smaller than the thermodynamic release from the β-lactam formation. This would mean that the reaction is thermodynamically favorable and thus likely to occur.
Similar Questions
Early research into the mechanism of antibiotics theorized that it was implausible that the lactam in penicillin would convert to an ester. Which of the following could explain this doubt? A.Amides possess better leaving groups than esters.B.Esters possess poorer leaving groups than amides.C.Amides are less reactive than esters.D.Serine contains no good nucleophiles.
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