4. (a) Consider the three organic structures drawn below. Draw their conjugate bases by deprotonating the indicated hydrogen. Then, draw resonance structures for their conjugate bases. H + H2O H3O++ in H +H₂O H3O++ H + H₂O H3O+ + (b) CIRCLE the conjugate base that is most stable. Underline the original compound with the highest pKa (c) Predict how the pKa of the above compounds will compare to that of a carboxylic acid.
4. (a) Consider the three organic structures drawn below. Draw their conjugate bases by deprotonating the indicated hydrogen. Then, draw resonance structures for their conjugate bases. H + H2O H3O++ in H +H₂O H3O++ H + H₂O H3O+ + (b) CIRCLE the conjugate base that is most stable. Underline the original compound with the highest pKa (c) Predict how the pKa of the above compounds will compare to that of a carboxylic acid.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter20: Acidity And Pka Of Phenols
Section: Chapter Questions
Problem 20CTQ
Question

Transcribed Image Text:4. (a) Consider the three organic structures drawn below. Draw their conjugate bases by
deprotonating the indicated hydrogen. Then, draw resonance structures for their conjugate
bases.
H
+ H2O
H3O++
in
H +H₂O
H3O++
H
+ H₂O
H3O+ +
(b) CIRCLE the conjugate base that is most stable. Underline the original compound with
the highest pKa
(c) Predict how the pKa of the above compounds will compare to that of a carboxylic acid.
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