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The following compounds are listed in increasing order of
Chapter 1, Problem 47SP(choose chapter or problem)
The following compounds are listed in increasing order of acidity. In each case, the most acidic proton is shown in red.
(a) Show the structure of the conjugate base of each acid, including any resonance forms.
(b) Explain why \(X\) is a stronger acid than \(W\)
(c) Explain why \(Y\) is a stronger acid than \(X\)
(d) Explain why \(Z\) is a stronger acid than \(Y\)
Equation Transcription:
Text Transcription:
CH_2
NH
OH
W,pKa=25
X,pKa=23
Y,pKa=8.8
Z,pKa=4.2
X
W
Y
X
Z
Y
Questions & Answers
QUESTION:
The following compounds are listed in increasing order of acidity. In each case, the most acidic proton is shown in red.
(a) Show the structure of the conjugate base of each acid, including any resonance forms.
(b) Explain why \(X\) is a stronger acid than \(W\)
(c) Explain why \(Y\) is a stronger acid than \(X\)
(d) Explain why \(Z\) is a stronger acid than \(Y\)
Equation Transcription:
Text Transcription:
CH_2
NH
OH
W,pKa=25
X,pKa=23
Y,pKa=8.8
Z,pKa=4.2
X
W
Y
X
Z
Y
ANSWER:
Solution 47SP
(a)
The structure of the conjugate base for compound W is follows:
Its resonance structures are as follows:
The structure of the conjugate base for compound X is follows:
Its resonance structures are as follows: