Be sure to answer all parts. 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, CH3CH₂CH3 (pK₂ = 50). Use skeletal structures for the resonance structures. Resonance structures: e edit structure ... (negative charge on C) Acetone is much more acidic than propane because: edit structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by resonance. The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. Acetone's conjugate base has fewer resonance structures than propane's conjugate base.

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Be sure to answer all parts.
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, CH3CH₂CH3 (pK₂ = 50).
Use skeletal structures for the resonance structures.
Resonance structures:
edit structure ...
(negative charge on C)
Acetone is much more acidic than propane because:
edit structure ...
(negative charge on O)
The negative charge on acetone's conjugate base is stabilized by resonance.
The negative charge on acetone's conjugate base is stabilized by inductance.
Acetone's higher molecular mass makes it more acidic than propane.
Acetone's conjugate base has fewer resonance structures than propane's conjugate base.
Transcribed Image Text:Be sure to answer all parts. 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, CH3CH₂CH3 (pK₂ = 50). Use skeletal structures for the resonance structures. Resonance structures: edit structure ... (negative charge on C) Acetone is much more acidic than propane because: edit structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by resonance. The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. Acetone's conjugate base has fewer resonance structures than propane's conjugate base.
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