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Be sure to answer all parts. The C-H bond in acetone, (CH3)₂C=O, has a pK₁ of 19.2. Draw two resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH₂CH3 (pK₁ = 50). Use skeletal structures for the resonance structures. Resonance structures: draw structure ... (negative charge on C) Acetone is much more acidic than propane because: O O O O draw structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. The negative charge on acetone's conjugate base is stabilized by resonance. Acetone's conjugate base has fewer resonance structures than propane's conjugate base.

Be sure to answer all parts. The C-H bond in acetone, (CH3)₂C=O, has a pK₁ of 19.2. Draw two resonance structures for its conjugate base. Then, explain why acetone is much more acidic than propane, CH3CH₂CH3 (pK₁ = 50). Use skeletal structures for the resonance structures. Resonance structures: draw structure ... (negative charge on C) Acetone is much more acidic than propane because: O O O O draw structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. The negative charge on acetone's conjugate base is stabilized by resonance. Acetone's conjugate base has fewer resonance structures than propane's conjugate base.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Be sure to answer all parts. The C-H bond in acetone, (CH3)2C=O, has a pK₁ 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: draw structure ... (negative charge on C) Acetone is much more acidic than propane because: O O I draw structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. The negative charge on acetone's conjugate base is stabilized by resonance. 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 pK₁ 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: draw structure ... (negative charge on C) Acetone is much more acidic than propane because: O O I draw structure ... (negative charge on O) The negative charge on acetone's conjugate base is stabilized by inductance. Acetone's higher molecular mass makes it more acidic than propane. The negative charge on acetone's conjugate base is stabilized by resonance. Acetone's conjugate base has fewer resonance structures than propane's conjugate base.
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