Carboxylic Acids and Related Compounds Quiz

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Questions and Answers

Which technique is used to measure the mass-to-charge ratio of ions in a sample?

  • Nuclear magnetic resonance spectroscopy
  • Infrared spectroscopy
  • Mass spectrometry (correct)
  • Gas chromatography

What is the base peak in a mass spectrum?

  • The most abundant peak in the spectrum (correct)
  • The peak with the highest relative abundance
  • The peak with the lowest m/z ratio
  • The peak with the highest m/z ratio

What is the relationship between wavelength and frequency of electromagnetic radiation?

  • They are inversely proportional (correct)
  • They are directly proportional
  • There is no relationship between them
  • It depends on the type of electromagnetic radiation

Which type of spectroscopy is used to study the stretching and bending of chemical bonds?

<p>Infrared spectroscopy (A)</p> Signup and view all the answers

What is the main information obtained from the 1H NMR spectrum?

<p>The number of signals (A)</p> Signup and view all the answers

What is the relationship between coupling constants and the number of peaks in a splitting pattern?

<p>They are directly proportional (B)</p> Signup and view all the answers

Which type of carbonyl compound is reduced to an alcohol or a carboxylic acid by catalytic hydrogenation?

<p>Ketone (D)</p> Signup and view all the answers

Which of the following is a characteristic of carboxylic acids?

<p>They can form resonance-stabilized carboxylate anions (D)</p> Signup and view all the answers

What is the IUPAC name for an acid chloride?

<p>Butanoyl chloride (D)</p> Signup and view all the answers

Which of the following is a characteristic of esters?

<p>They can undergo nucleophilic acyl substitution reactions (A)</p> Signup and view all the answers

What is the general reaction of carboxylic acids?

<p>Acyl substitution reactions (B)</p> Signup and view all the answers

What is the mechanism of action of β-lactam antibiotics?

<p>Inhibition of cell wall synthesis (C)</p> Signup and view all the answers

What is the equilibrium constant for the keto-enol tautomerization?

<p>Depends on the specific compound (B)</p> Signup and view all the answers

What is the favored condition for the formation of kinetic enolates?

<p>All of the above (D)</p> Signup and view all the answers

Which reagent is commonly used for the reduction of amides to amines?

<p>LiAlH4 (B)</p> Signup and view all the answers

What is the general mechanism for the nucleophilic addition of Grignard reagents to aldehydes and ketones?

<p>1,2 addition (B)</p> Signup and view all the answers

Which of the following is NOT a limitation of organometallic reagents?

<p>Limited availability of reagents (C)</p> Signup and view all the answers

What is the IUPAC name for the compound CH3-CO-CH2-CH3?

<p>Butanone (C)</p> Signup and view all the answers

Which of the following is NOT a physical property of carboxylic acids?

<p>Low melting points (A)</p> Signup and view all the answers

What is the general mechanism for the formation of acetals from alcohols and aldehydes or ketones?

<p>1,2 addition (C)</p> Signup and view all the answers

Which of the following is NOT a type of carboxylic acid or its salt mentioned in the text?

<p>Sodium benzoate (B)</p> Signup and view all the answers

Which of the following reactions involves the addition of enolates with esters and nitriles?

<p>Enolate addition with esters and nitriles (C)</p> Signup and view all the answers

What is the product formed in the decarboxylation of malonic esters?

<p>1,3 diacid (B)</p> Signup and view all the answers

Which type of synthesis involves the mechanism of deprotonation, alkylation, hydrolysis, and decarboxylation?

<p>Malonic ester synthesis (A)</p> Signup and view all the answers

What is the product formed in the dehydration of aldol product?

<p>Enol (C)</p> Signup and view all the answers

Which reaction involves the formation of β-dicarbonyl compounds?

<p>Claisen reaction (D)</p> Signup and view all the answers

What is the product formed in the Michael reaction?

<p>Ketone (D)</p> Signup and view all the answers

Which reaction involves the retro aldol reaction?

<p>Aldol reaction (A)</p> Signup and view all the answers

What is the product formed in the crossed aldol reaction?

<p>Ketone (C)</p> Signup and view all the answers

What is the product formed in the Robinson annulation?

<p>Enolate (B)</p> Signup and view all the answers

Which reagent is commonly used for the reduction of amides to amines?

<p>Lithium aluminum hydride (LiAlH4) (C)</p> Signup and view all the answers

What is the IUPAC name for the compound CH3-CO-CH2-CH3?

<p>Butanone (A)</p> Signup and view all the answers

What is the product formed in the Michael reaction?

<p>Carboxylic acid (D)</p> Signup and view all the answers

What is the general reaction of carboxylic acids?

<p>Nucleophilic substitution (A)</p> Signup and view all the answers

Which technique is used to measure the mass-to-charge ratio of ions in a sample?

<p>Mass spectrometry (A)</p> Signup and view all the answers

What is the main information obtained from the 1H NMR spectrum?

<p>Chemical shifts of hydrogen atoms (D)</p> Signup and view all the answers

What is the product formed in the Robinson annulation?

<p>Cyclic ketone (A)</p> Signup and view all the answers

Which technique is used to measure the mass-to-charge ratio of ions in a sample?

<p>Mass spectrometry (B)</p> Signup and view all the answers

What is the main information obtained from the 1H NMR spectrum?

<p>Number of signals (D)</p> Signup and view all the answers

What is the general mechanism for the nucleophilic addition of Grignard reagents to aldehydes and ketones?

<p>Electrophilic addition (B)</p> Signup and view all the answers

Which of the following is NOT a physical property of carboxylic acids?

<p>Strong odor (D)</p> Signup and view all the answers

What is the product formed in the decarboxylation of malonic esters?

<p>Ketone (D)</p> Signup and view all the answers

What is the relationship between wavelength and frequency of electromagnetic radiation?

<p>Inversely proportional (C)</p> Signup and view all the answers

What is the general reaction of carboxylic acids?

<p>Oxidation (C)</p> Signup and view all the answers

Which compound is commonly used as a precursor for the synthesis of salicylic acid?

<p>Salicin (D)</p> Signup and view all the answers

What is the general name for the class of organic compounds that can be prepared from carboxylic acids?

<p>Esters (C)</p> Signup and view all the answers

Which of the following is a characteristic of amides?

<p>They can be hydrolyzed to form carboxylic acids (C)</p> Signup and view all the answers

What is the main product formed when a carboxylic acid reacts with a strong nonnucleophilic base?

<p>A carboxylate salt (C)</p> Signup and view all the answers

What is the favored condition for the formation of thermodynamic enolates?

<p>Strong base, polar protic solvent, room temperature (B)</p> Signup and view all the answers

What is the product formed when an α-halo carbonyl compound undergoes an elimination reaction?

<p>An alkene (A)</p> Signup and view all the answers

What is the general mechanism for the nucleophilic acyl substitution of carboxylic acids?

<p>SN2 (C)</p> Signup and view all the answers

Which type of reaction involves the addition of enolates with esters and nitriles?

<p>Aldol reaction (D)</p> Signup and view all the answers

What is the mechanism of the Aldol reaction?

<p>Electrophilic addition (B)</p> Signup and view all the answers

What is the product formed in the dehydration of aldol product?

<p>Alkene (D)</p> Signup and view all the answers

What is the mechanism of the E1cB reaction?

<p>Elimination (D)</p> Signup and view all the answers

What is the product formed in the decarboxylation of malonic esters?

<p>Alkene (B)</p> Signup and view all the answers

Which reaction involves the retro aldol reaction?

<p>Aldol reaction (D)</p> Signup and view all the answers

Which type of carbonyl compound is reduced to an alcohol or a carboxylic acid by catalytic hydrogenation?

<p>Ketone (A)</p> Signup and view all the answers

Which reaction involves the formation of β-dicarbonyl compounds?

<p>Michael reaction (C)</p> Signup and view all the answers

Which type of synthesis involves the mechanism of deprotonation, alkylation, hydrolysis, and decarboxylation?

<p>Malonic ester synthesis (A)</p> Signup and view all the answers

Flashcards

Mass Spectrometry

A technique used to measure the mass-to-charge ratio of ions in a sample.

Base Peak

The most abundant peak in a mass spectrum.

Relationship between Wavelength and Frequency

Inversely proportional.

Infrared Spectroscopy

Type of spectroscopy that studies the stretching and bending of chemical bonds.

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Information obtained from 1H NMR

The number of signals in the spectrum.

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Relationship between Coupling Constants and Splitting Patterns

Directly proportional.

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Reduction of Ketones

A ketone can be reduced to an alcohol or a carboxylic acid by catalytic hydrogenation. Note - Only ketones with the carbonyl group at the end of a carbon chain are reduced to carboxylic acids.

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Carboxylic Acid Property

A characteristic of carboxylic acids: they can form resonance-stabilized carboxylate anions.

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IUPAC Name for Acid Chloride

The IUPAC name for an acid chloride, e.g. Butanoyl chloride.

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Ester Property

A characteristic of esters: they can undergo nucleophilic acyl substitution reactions.

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General Reaction of Carboxylic Acids

Acyl substitution reactions.

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Mechanism of Action of β-Lactam Antibiotics

The mechanism of β-lactam antibiotics involves inhibition of cell wall synthesis.

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Equilibrium Constant for Keto-Enol Tautomerization

Depends on the specific compound.

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Conditions for Kinetic Enolates

Kinetic enolates are favored under conditions that promote fast deprotonation.

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Reagent for Amide Reduction

Lithium aluminum hydride (LiAlH4) is commonly used for the reduction of amides to amines.

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Mechanism of Grignard Addition

The mechanism for the nucleophilic addition of Grignard reagents to aldehydes and ketones is a 1,2-addition.

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Limitations of Organometallic Reagents

Organometallic reagents can be sensitive to moisture and air, and they are not always compatible with all functional groups.

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IUPAC Name for CH3-CO-CH2-CH3

The IUPAC name for CH3-CO-CH2-CH3 is Butanone.

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Physical properties of carboxylic acids

Carboxylic acids generally have high melting points due to hydrogen bonding.

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Mechanism of Acetal Formation

Acetal formation is a 1,2-addition reaction where an alcohol reacts with an aldehyde or ketone to form an acetal.

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Enolate Addition with Esters and Nitriles

Enolate addition with esters and nitriles involves the reaction of an enolate with an ester or nitrile.

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Product of Malonic Ester Decarboxylation

The product formed in the decarboxylation of malonic esters is a 1,3-diacid.

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Malonic Ester Synthesis

Malonic ester synthesis involves the deprotonation, alkylation, hydrolysis, and decarboxylation of malonic esters.

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Dehydration of Aldol Product

The dehydration of an aldol product leads to the formation of an enol.

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Claisen Reaction

The Claisen reaction is a condensation reaction that involves the formation of β-dicarbonyl compounds.

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Michael Reaction

The Michael reaction is a nucleophilic addition reaction of an enolate to an α,β-unsaturated carbonyl compound, resulting in the formation of a ketone.

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Retro Aldol Reaction

The aldol reaction is a condensation reaction that involves the formation of β-hydroxy carbonyl compounds. The retro aldol reaction is the reverse of this reaction.

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Crossed Aldol Reaction

The crossed aldol reaction is a reaction between two different carbonyl compounds, resulting in the formation of a ketone.

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Robinson Annulation

The Robinson annulation is a reaction that involves the formation of a cyclic ketone through a sequence of Michael addition and aldol condensation reactions.

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Reagent for Amide Reduction

Lithium aluminum hydride (LiAlH4) is commonly used for the reduction of amides to amines.

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IUPAC Name for CH3-CO-CH2-CH3

The IUPAC name for CH3-CO-CH2-CH3 is Butanone.

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Product of Michael Reaction

The Michael reaction is a nucleophilic addition reaction of an enolate to an α,β-unsaturated carbonyl compound, resulting in the formation of a carboxylic acid - specifically, a β-keto acid.

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General Reaction of Carboxylic Acids

Carboxylic Acids undergo nucleophilic acylsubstitution reactions.

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Mass Spectrometry

Mass spectrometry is a technique used to measure the mass-to-charge ratio of ions in a sample.

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Information obtained from 1H NMR

The 1H NMR spectrum provides information about the number of signals, the chemical shifts of hydrogen atoms, and their multiplicity due to spin-spin coupling.

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Robinson Annulation

The Robinson annulation is a reaction that involves the formation of a cyclic ketone through a sequence of Michael addition and aldol condensation reactions.

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Mass Spectrometry

Mass spectrometry is a technique used to measure the mass-to-charge ratio of ions in a sample.

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Information obtained from 1H NMR

The 1H NMR spectrum provides information about the number of signals, which are directly related to the number of distinct hydrogen environments in a molecule.

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Mechanism of Grignard Addition

The general mechanism for the nucleophilic addition of Grignard reagents to aldehydes and ketones involves the attack of the nucleophilic carbon of the Grignard reagent on the electrophilic carbonyl carbon of the aldehyde or ketone.

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Physical properties of carboxylic acids

Carboxylic acids generally have high melting points, relatively high boiling points, and are soluble in water due to hydrogen bonding, but they can have a strong odor.

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Product of Malonic Ester Decarboxylation

The product formed in the decarboxylation of malonic esters is a ketone.

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Relationship between Wavelength and Frequency

Wavelength and frequency are inversely proportional; as wavelength increases, frequency decreases, and vice-versa.

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General Reaction of Carboxylic Acids

The general reactions of carboxylic acids involve nucleophilic acyl substitution, where a nucleophile replaces the leaving group attached to the carbonyl carbon.

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Precursor to Salicylic Acid

Salicylic acid is a phenolic acid that is commonly used as a precursor for the synthesis of aspirin.

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Class of Compounds Derived from Carboxylic Acids

Esters are a class of organic compounds that can be prepared from carboxylic acids by reacting them with alcohols.

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Characteristic of Amides

Amides have a characteristic functional group, -CONH2, and they can be hydrolyzed (broken down by water) to form carboxylic acids.

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Product of Carboxylic Acid Reaction with Strong Base

When a carboxylic acid reacts with a strong, nonnucleophilic base, the main product formed is a carboxylate salt.

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Conditions for Thermodynamic Enolates

Thermodynamic enolates are favored under conditions that promote the formation of the most stable enolate.

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Product of Elimination Reaction of α-Halo Carbonyl Compound

When an α-halo carbonyl compound (a carbonyl compound with a halogen atom on the carbon adjacent to the carbonyl group) undergoes an elimination reaction, an alkene is formed.

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