We learned four factors (ARIO) for comparing the relative acidity of compounds. When two of these factors are in competition, the order of priority is the order in which these factors were covered ("atom" being the most important factor and "orbital" being the least important). However, we also mentioned that there are exceptions to this order of priority. Compare the two compounds and identify the exception. OH PK-4.75 SH PK-10.6 5. "Resonance" is more important than "atom" because the conjugate base of first compound is more stable than the second. "Atom" is more important than "resonance" because the conjugate base of first compound is more stable than the second. "Resonance" is more important than "atom" because the conjugate base of second compound is more stable than the first. "Atom" is more important than "resonance" because the conjugate base of second compound is more stable than the first.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.48AP: As we shall see in Chapter 19, hydrogens on a carbon adjacent to a carbonyl group are far more...
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We learned four factors (ARIO) for comparing the relative acidity of compounds. When two of these factors are in
competition, the order of priority is the order in which these factors were covered ("atom" being the most important factor
and "orbital" being the least important). However, we also mentioned that there are exceptions to this order of priority.
Compare the two compounds and identify the exception.
OH
PK-4.75
SH
PK-10.6
5.
"Resonance" is more important than "atom" because the conjugate base of first compound is more stable than the
second.
"Atom" is more important than "resonance" because the conjugate base of first compound is more stable than the
second.
"Resonance" is more important than "atom" because the conjugate base of second compound is more stable than
the first.
"Atom" is more important than "resonance" because the conjugate base of second compound is more stable than
the first.
Transcribed Image Text:We learned four factors (ARIO) for comparing the relative acidity of compounds. When two of these factors are in competition, the order of priority is the order in which these factors were covered ("atom" being the most important factor and "orbital" being the least important). However, we also mentioned that there are exceptions to this order of priority. Compare the two compounds and identify the exception. OH PK-4.75 SH PK-10.6 5. "Resonance" is more important than "atom" because the conjugate base of first compound is more stable than the second. "Atom" is more important than "resonance" because the conjugate base of first compound is more stable than the second. "Resonance" is more important than "atom" because the conjugate base of second compound is more stable than the first. "Atom" is more important than "resonance" because the conjugate base of second compound is more stable than the first.
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