Problem 2.22 The C-H bond in acetone, (CH3)2C=O, has a pK, of 19.2. Draw two resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH₂CH₂ (pK₂ = 50). Problem 2.23 Rank the labeled protons in the following molecule in order of increasing pK,. OHC H₂O H₂ O

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Problem 2.22
The C-H bond in acetone, (CH3)2C=O, has a pKa of 19.2. Draw two resonance structures for
its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH₂CH₂
(pK₂ = 50).
Problem 2.23 Rank the labeled protons in the following molecule in order of increasing pK,.
OHC
H₂O
H₂
O
Transcribed Image Text:Problem 2.22 The C-H bond in acetone, (CH3)2C=O, has a pKa of 19.2. Draw two resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH₂CH₂ (pK₂ = 50). Problem 2.23 Rank the labeled protons in the following molecule in order of increasing pK,. OHC H₂O H₂ O
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