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Questions and Answers
Why do carboxylic acids participate in hydrogen bonding?
Why do carboxylic acids participate in hydrogen bonding?
How do carboxylic acids behave in nonpolar solvents?
How do carboxylic acids behave in nonpolar solvents?
What determines the solubility of carboxylic acids in water?
What determines the solubility of carboxylic acids in water?
Which statement is true about the boiling point of carboxylic acids compared to water?
Which statement is true about the boiling point of carboxylic acids compared to water?
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Why are esters of carboxylic acids used in perfumes?
Why are esters of carboxylic acids used in perfumes?
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Which functional group characterizes carboxylic acids?
Which functional group characterizes carboxylic acids?
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What suffix is added to hydrocarbons in their IUPAC names to denote carboxylic acids?
What suffix is added to hydrocarbons in their IUPAC names to denote carboxylic acids?
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What is the formula of butanoic acid?
What is the formula of butanoic acid?
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What reaction occurs with aqueous solutions of strong bases like NaOH and carboxylic acids?
What reaction occurs with aqueous solutions of strong bases like NaOH and carboxylic acids?
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Which statement correctly describes the acidity of carboxylic acids?
Which statement correctly describes the acidity of carboxylic acids?
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Study Notes
Carboxylic Acids and Their Derivatives
- Carboxylic acids are compounds containing a carboxyl functional group (-COOH or CO2H) attached to a hydrocarbon radical.
- The carboxyl group consists of a carbonyl (C=O) with a hydroxyl group (O-H) attached to the same carbon atom.
Examples of Carboxylic Acids
- Methanal acid (H-C(=O)-O-H)
- Ethanal acid (H-C-C(=O)-O-H)
- Propanal acid (H-C-C-C(=O)-O-H)
- Butanal acid (H-C-C-C-C(=O)-O-H)
- Pentanoic acid (H-C-C-C-C-C(=O)-O-H)
Acidity of Carboxylic Acids
- Carboxylic acids are weaker than mineral acids but stronger than other organic compounds.
- The acidity of a carboxylic acid is higher than that of alcohol and phenols.
- The carboxylate ion is stabilized by two equivalent resonance structures, delocalizing the negative charge between two electronegative oxygen atoms.
- The strength of an acid is indicated by the value of Ka (dissociation constant) or pKa (negative logarithm of Ka).
Physical Properties of Carboxylic Acids
- Carboxylic acid molecules are polar due to the presence of two electronegative oxygen atoms.
- They participate in hydrogen bonding due to the presence of the carbonyl group (C=O) and the hydroxyl group (-OH).
- They form dimers via hydrogen bonding between the hydroxyl group of one carboxylic acid and the carbonyl group of the other.
- Solubility in water depends on the size of the compound, with smaller compounds being more soluble.
- Boiling points of carboxylic acids are generally higher than that of water.
- They have a strong sour smell, while their esters have pleasant odors and are used in perfumes.
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Description
Learn about carboxylic acids, their functional groups, and derivatives, including dicarboxylic and tricarboxylic acids, salts, and esters.