Exam 13: Introduction to Spectroscopy

When the epoxy thiol is treated with dilute acid in ethanol solution, an isomer is formed that shows a broad stretch at 3400 cm^-1 in its IR spectrum. Using mechanistic reasoning with the curved-arrow notation, predict the structure of the product and its stereochemistry.

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Question 21

The base peak of 2,2-dimethylpentane is at m/z 57, which corresponds to a composition of C₄H₉. (a) Suggest a structure for the fragment that accounts for this peak. (b) Offer a reason that this fragment is so abundant. (c) Give a mechanism that shows the formation of this fragment.

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Question 22

Menthol is obtained from oils of peppermint and spearmint and is often added to cough drops to give a minty, cooling sensation. In the electron ionization mass spectrum of menthol, the molecular ion peak is not observed, but the largest fragment has an m/z 138 at 27% relative abundance and an ion at m/z 139 with a 3% relative abundance. Given the two possible compounds, identify which is menthol and explain how you arrived at that conclusion.

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Question 23

Select the true statement.

(Multiple Choice)

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Question 24

Which of the compounds would have the strongest C=C stretching absorption in its IR spectrum?

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Question 25

Showing 21 - 25 of 25

When the epoxy thiol is treated with dilute acid in ethanol solution, an isomer is formed that shows a broad stretch at 3400 cm^-1 in its IR spectrum. Using mechanistic reasoning with the curved-arrow notation, predict the structure of the product and its stereochemistry.

The base peak of 2,2-dimethylpentane is at m/z 57, which corresponds to a composition of C₄H₉. (a) Suggest a structure for the fragment that accounts for this peak. (b) Offer a reason that this fragment is so abundant. (c) Give a mechanism that shows the formation of this fragment.

Select the true statement.

Which of the compounds would have the strongest C=C stretching absorption in its IR spectrum?

Chemical Bonding and Chemical Structure

Alkanes and Organic Nomenclature

The Curved-Arrow Notation, Resonance, Acids and Bases, and Chemical Equilibrium

Introduction to Alkenes and Alkynes

Addition Reactions of Alkenes and Alkynes

Principles of Stereochemistry

Cyclic Compounds and Reaction Stereochemistry

Nomenclature and Noncovalent Intermolecular Interactions

The Chemistry of Alkyl Halides

Free-Radical Reactions, Main-Group Organometallic Compounds, and Carbenes

The Chemistry of Alcohols and Thiols

The Chemistry of Ethers, Epoxides, Glycols, and Sulfides

Nuclear Magnetic Resonance Spectroscopy

Dienes and Aromaticity

The Chemistry of Benzene and Its Derivatives

Allylic and Benzylic Reactivity

The Chemistry of Aryl Halides, Vinylic Halides, and Phenols

The Chemistry of Aldehydes and Ketones

The Chemistry of Carboxylic Acids

The Chemistry of Carboxylic Acid Derivatives

The Chemistry of Enolate Ions, Enols, and Α,β-Unsaturated Carbonyl Compounds

The Chemistry of Amines

Carbohydrates

The Chemistry of Thioesters, Phosphate Esters, and Phosphate Anhydrides

The Chemistry of the Aromatic Heterocycles and Nucleic Acids

Amino Acids, Peptides, and Proteins

Pericyclic Reactions

Filters

Exam 13: Introduction to Spectroscopy

When the epoxy thiol is treated with dilute acid in ethanol solution, an isomer is formed that shows a broad stretch at 3400 cm-1 in its IR spectrum. Using mechanistic reasoning with the curved-arrow notation, predict the structure of the product and its stereochemistry.

The base peak of 2,2-dimethylpentane is at m/z 57, which corresponds to a composition of C4H9. (a) Suggest a structure for the fragment that accounts for this peak. (b) Offer a reason that this fragment is so abundant. (c) Give a mechanism that shows the formation of this fragment.

Select the true statement.

Which of the compounds would have the strongest C=C stretching absorption in its IR spectrum?

Chemical Bonding and Chemical Structure

Alkanes and Organic Nomenclature

The Curved-Arrow Notation, Resonance, Acids and Bases, and Chemical Equilibrium

Introduction to Alkenes and Alkynes

Addition Reactions of Alkenes and Alkynes

Principles of Stereochemistry

Cyclic Compounds and Reaction Stereochemistry

Nomenclature and Noncovalent Intermolecular Interactions

The Chemistry of Alkyl Halides

Free-Radical Reactions, Main-Group Organometallic Compounds, and Carbenes

The Chemistry of Alcohols and Thiols

The Chemistry of Ethers, Epoxides, Glycols, and Sulfides

Nuclear Magnetic Resonance Spectroscopy

Dienes and Aromaticity

The Chemistry of Benzene and Its Derivatives

Allylic and Benzylic Reactivity

The Chemistry of Aryl Halides, Vinylic Halides, and Phenols

The Chemistry of Aldehydes and Ketones

The Chemistry of Carboxylic Acids

The Chemistry of Carboxylic Acid Derivatives

The Chemistry of Enolate Ions, Enols, and Α,β-Unsaturated Carbonyl Compounds

The Chemistry of Amines

Carbohydrates

The Chemistry of Thioesters, Phosphate Esters, and Phosphate Anhydrides

The Chemistry of the Aromatic Heterocycles and Nucleic Acids

Amino Acids, Peptides, and Proteins

Pericyclic Reactions

Filters

When the epoxy thiol is treated with dilute acid in ethanol solution, an isomer is formed that shows a broad stretch at 3400 cm^-1 in its IR spectrum. Using mechanistic reasoning with the curved-arrow notation, predict the structure of the product and its stereochemistry.

The base peak of 2,2-dimethylpentane is at m/z 57, which corresponds to a composition of C₄H₉. (a) Suggest a structure for the fragment that accounts for this peak. (b) Offer a reason that this fragment is so abundant. (c) Give a mechanism that shows the formation of this fragment.