Exam 15: Carboxylic Acids and Nitriles

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Consider the data below to answer the following question(s). When CO₂ is bubbled through an ether solution of benzylmagnesium bromide and the resulting mixture is acidified, phenylacetic acid is produced. Any unreacted benzylmagnesium bromide is converted to toluene in the acidification step. -What is the order of increasing acidity for the following compounds? (least to most)

(Multiple Choice)

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Question 21

Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Give major product(s):

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Question 22

Consider the data below to answer the following question(s). When CO₂ is bubbled through an ether solution of benzylmagnesium bromide and the resulting mixture is acidified, phenylacetic acid is produced. Any unreacted benzylmagnesium bromide is converted to toluene in the acidification step. -Refer to instructions. Write the complete reaction sequence for the process described above.

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Question 23

Draw structures corresponding to each of the following IUPAC names. -Draw: cis-cyclopentane-1,3-dicarboxylic acid

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Question 24

What is the major organic product obtained from the following reaction?

(Multiple Choice)

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Question 25

Which of the following is the correct order of decreasing acid strength (more acidic > less acidic)?

(Multiple Choice)

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Question 26

Consider the following ¹H NMR to answer the following question. -Refer to instructions. This compound is known to contain both a −C=O group and an −OH group. Based on this spectrum, this compound would be classified as:

(Multiple Choice)

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Question 27

Draw structures corresponding to each of the following IUPAC names. -Draw: prop-2-enenitrile

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Question 28

Draw structures corresponding to each of the following IUPAC names. -Draw: cyanoacetic acid

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Question 29

Which of the following would represent the correct reaction conditions for the following conversion?

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Question 30

Draw structures corresponding to each of the following IUPAC names. -Draw: 2-chlorobenzoic acid

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Question 31

Consider the data in the table below to answer the following question(s). I -Refer to instructions. Draw the structure of the strongest acid in the table.

(Short Answer)

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Question 32

What is the major organic product obtained from the following reaction?

(Multiple Choice)

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Question 33

Which of the following has the highest boiling point?

(Multiple Choice)

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Question 34

Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Give major product(s):

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Question 35

What is the IUPAC name of the following compound?

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Question 36

Showing 21 - 36 of 36

Exam 15: Carboxylic Acids and Nitriles

Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Give major product(s):

Draw structures corresponding to each of the following IUPAC names. -Draw: cis-cyclopentane-1,3-dicarboxylic acid

What is the major organic product obtained from the following reaction?

Which of the following is the correct order of decreasing acid strength (more acidic > less acidic)?

Consider the following 1H NMR to answer the following question. -Refer to instructions. This compound is known to contain both a −C=O group and an −OH group. Based on this spectrum, this compound would be classified as:

Draw structures corresponding to each of the following IUPAC names. -Draw: prop-2-enenitrile

Draw structures corresponding to each of the following IUPAC names. -Draw: cyanoacetic acid

Which of the following would represent the correct reaction conditions for the following conversion?

Draw structures corresponding to each of the following IUPAC names. -Draw: 2-chlorobenzoic acid

Consider the data in the table below to answer the following question(s). I -Refer to instructions. Draw the structure of the strongest acid in the table.

What is the major organic product obtained from the following reaction?

Which of the following has the highest boiling point?

Give the major organic product(s) for each of the following reactions or sequences of reactions. Show all relevant stereochemistry. -Give major product(s):

What is the IUPAC name of the following compound?

Structure and Bonding

Polar Covalent Bonds; Acids and Bases

Organic Compounds: Alkanes and Their Stereochemistry

Organic Compounds: Cycloalkanes and Their Stereochemistry

Stereochemistry at Tetrahedral Centers

An Overview of Organic Reactions

Alkenes and Alkynes

Reactions of Alkenes and Alkynes

Aromatic Compounds

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Ultraviolet Spectroscopy

Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Organohalides: Nucleophilic Substitutions and Eliminations

Alcohols, Phenols, and Thiols; Ethers and Sulfides

Aldehydes and Ketones: Nucleophilic Addition Reactions

Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Carbonyl Alpha-Substitution and Condensation Reactions

Amines and Heterocycles

Biomolecules: Amino Acids, Peptides, and Proteins

Amino Acid Metabolism

Biomolecules: Carbohydrates

Carbohydrate Metabolism

Biomolecules: Lipids and Their Metabolism

Biomolecules: Nucleic Acids and Their Metabolism

Orbitals and Organic Chemistry: Pericyclic Reactionse

Synthetic Polymerse

Filters

Consider the following ¹H NMR to answer the following question. -Refer to instructions. This compound is known to contain both a −C=O group and an −OH group. Based on this spectrum, this compound would be classified as: