Quiz - Carboxylic Acids - 1 | Carboxylic Acids

Organic Chemistry 2 - Quiz - Carboxylic Acids - 1


Which carboxylic acid is correct for the IUPAC name 2-chlorohexanoic acid?

The correct structure for 2-chlorohexanoic acid should have the chlorine at the second carbon from the carboxyl group.


What is the effect of substituents on carboxylic acid acidity?

Electron-withdrawing substituents stabilize the negative charge on the carboxylate anion after deprotonation, thus increasing the acid's acidity.


Which of the following reagents can deprotonate a carboxylic acid?

The proton of a carboxylic acid is very acidic (pKa ~ 4-5). NaOH (pKa = 15.7), Et3N (pKa = 10.8) and LDA (pKa = 36) are strong enough to deprotonate COOH


Which property of carboxylic acids is illustrated by their higher boiling points compared to ketones and alcohols?

Carboxylic acids have higher boiling points largely because they can form strong intermolecular hydrogen bonds due to the presence of both carbonyl and hydroxyl functional groups.


Which statement about the acidity of carboxylic acids is true?

Carboxylic acids are more acidic than alcohols and other common organic compounds because the carboxylate anion is resonance stabilized.


What is the product of the reduction of a carboxylic acid by LiAlH4?

Reduction of carboxylic acids:


Which of the following is not a common method for synthesizing carboxylic acids?

Reduction of amides typically leads to amines, not carboxylic acids. The other options are common methods for synthesizing carboxylic acids.


A certain carboxylic acid has greater acidity than benzoic acid. Which substituent might be responsible for this if attached to the benzene ring?

A nitro group is strongly electron-withdrawing and when attached to the benzene ring, it would increase the acidity of the carboxylic acid by stabilizing the carboxylate anion.


Which of the following does not affect the properties of carboxylic acids?

The presence of triple bonds that are far from the carboxyl group is unlikely to significantly affect the properties of the carboxylic acids, such as acidity, boiling point, or solubility.


Which method can be used to reduce a carboxylic acid to an alcohol?

Lithium aluminium hydride (LiAlH4) is the most common choice for reducing a carboxylic acid to an alcohol. NaBH4 is not strong enough, and catalytic hydrogenation does not reduce carboxylic acids.