Exam 18: The Chemistry of Aryl Halides, Vinylic Halides, and Phenols

Outline a multistep synthesis for the compound from chlorobenzene.

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Question 21

Ubiquinone, also known as coenzyme Q, is a biological quinone found to be involved in electron transport. A student performs a reduction of ubiquinone and monitors the reaction by IR spectroscopy. The student observes a decrease in the peak at 1650 cm^‒1 and the appearance of a large broad stretch at 3300 cm^‒1. Deduce the structure of the reduced product.

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Question 22

Reaction of 2,4,6-trinitroanisole with sodium ethoxide forms a stable anion, A. Draw the structure of A in the box, depicting the most stable resonance contributor (not hybrid) and provide an arrow pushing mechanism for its formation.

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Question 23

Predict the major organic product for the reaction.

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Question 24

In each set of reactions, circle the one with the larger equilibrium constant (lies further to the right). a. b.

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Question 25

Showing 21 - 25 of 25

Outline a multistep synthesis for the compound from chlorobenzene.

Reaction of 2,4,6-trinitroanisole with sodium ethoxide forms a stable anion, A. Draw the structure of A in the box, depicting the most stable resonance contributor (not hybrid) and provide an arrow pushing mechanism for its formation.

Predict the major organic product for the reaction.

In each set of reactions, circle the one with the larger equilibrium constant (lies further to the right). a. b.

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

Introduction to Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Dienes and Aromaticity

The Chemistry of Benzene and Its Derivatives

Allylic and Benzylic Reactivity

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 18: The Chemistry of Aryl Halides, Vinylic Halides, and Phenols

Outline a multistep synthesis for the compound from chlorobenzene.

Reaction of 2,4,6-trinitroanisole with sodium ethoxide forms a stable anion, A. Draw the structure of A in the box, depicting the most stable resonance contributor (not hybrid) and provide an arrow pushing mechanism for its formation.

Predict the major organic product for the reaction.

In each set of reactions, circle the one with the larger equilibrium constant (lies further to the right). a. ​ b.

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

Introduction to Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Dienes and Aromaticity

The Chemistry of Benzene and Its Derivatives

Allylic and Benzylic Reactivity

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

In each set of reactions, circle the one with the larger equilibrium constant (lies further to the right). a. b.