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Phenols have lower pKa values than other alcohols due to the resonance stabilization of the conjugate base. Keeping this in mind, rank the following compounds in order of descending acidity. PLEASE explain reasoning

Phenols have lower pKa values than other alcohols due to the resonance stabilization of the conjugate base. Keeping this in mind, rank the following compounds in order of descending acidity. PLEASE explain reasoning

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
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Phenols have lower pKa values than other alcohols due to the resonance stabilization of the conjugate base. Keeping this in mind, rank the following compounds in order of descending acidity.

PLEASE explain reasoning.

The image presents the structural formulas of six different organic compounds, labeled A through F. - **Compound A**: Ethanol (C₂H₅OH), featuring a two-carbon chain bonded to a hydroxyl group (OH). It is a simple alcohol. - **Compound B**: Acetic acid (CH₃COOH), containing a carboxylic acid group (COOH) with a methyl group (CH₃) attached. - **Compound C**: 4-Hydroxybenzenesulfonic acid methyl ester, showing a benzene ring with one hydroxyl group (OH) and a methanesulfonic acid ester group (SO₂CH₃) attached to it. - **Compound D**: 4-Methoxyphenol (C₇H₈O₂), consists of a benzene ring with a hydroxyl group (OH) and a methoxy group (OMe) substituent. - **Compound E**: 4-(Trifluoromethyl)phenol (C₇H₅F₃O), featuring a benzene ring with a hydroxyl group (OH) and a trifluoromethyl group (CF₃). - **Compound F**: Phenol (C₆H₅OH), is a simple aromatic ring with a hydroxyl group (OH) attached. These structures illustrate various functional groups and substituents influencing the chemical properties and reactivity of the compounds.
Transcribed Image Text:The image presents the structural formulas of six different organic compounds, labeled A through F. - **Compound A**: Ethanol (C₂H₅OH), featuring a two-carbon chain bonded to a hydroxyl group (OH). It is a simple alcohol. - **Compound B**: Acetic acid (CH₃COOH), containing a carboxylic acid group (COOH) with a methyl group (CH₃) attached. - **Compound C**: 4-Hydroxybenzenesulfonic acid methyl ester, showing a benzene ring with one hydroxyl group (OH) and a methanesulfonic acid ester group (SO₂CH₃) attached to it. - **Compound D**: 4-Methoxyphenol (C₇H₈O₂), consists of a benzene ring with a hydroxyl group (OH) and a methoxy group (OMe) substituent. - **Compound E**: 4-(Trifluoromethyl)phenol (C₇H₅F₃O), featuring a benzene ring with a hydroxyl group (OH) and a trifluoromethyl group (CF₃). - **Compound F**: Phenol (C₆H₅OH), is a simple aromatic ring with a hydroxyl group (OH) attached. These structures illustrate various functional groups and substituents influencing the chemical properties and reactivity of the compounds.
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