Exam 18: Reactions at the Α Carbon of Carbonyl Compounds

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Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between 2-methyl-1-propanol and 2-butanol?

(Multiple Choice)

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Question 21

What would be the major product of the following reaction?

(Multiple Choice)

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Question 22

Which of the following would provide the best synthesis of 3-ethyl-6-methyl-2-heptanone?

(Multiple Choice)

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Question 23

Which of these amines is/are used with aldehydes and ketones to form enamines?

(Multiple Choice)

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Question 24

What would be the major product of the following reaction sequence?

(Multiple Choice)

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Question 25

Malonic ester (diethyl malonate)is treated successively with sodium ethoxide (1 eq.),ethyl bromide,potassium tert-butoxide,isobutyl chloride,hot aqueous NaOH,HCl,and heat.What is the final product?

(Multiple Choice)

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Question 26

What would be the major product of the following reaction?

(Multiple Choice)

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Question 27

Which of these compounds would exist in an enol form to the greatest extent?

(Multiple Choice)

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Question 28

What would be the major product of the following reaction?

(Multiple Choice)

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Question 29

The keto and enol forms of carbonyl compounds are a special type of _ isomer called _.

(Short Answer)

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Question 30

What product is finally formed when the initial compound formed from cyclopentanone and piperidine is mixed with methyl iodide and that product is heated and then hydrolyzed?

(Multiple Choice)

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Question 31

Which of the following would undergo racemization in base?

(Multiple Choice)

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Question 32

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

(Essay)

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Question 33

Which base is employed in the alkylation of methyl hexanoate with ethyl iodide?

(Multiple Choice)

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Question 34

Which base is employed in the alkylation of ethyl pentanoate with methyl iodide?

(Multiple Choice)

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Question 35

What combination of reagents can be used to make the following substance via an enamine?

(Multiple Choice)

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Question 36

What is the product,W,of the following reaction sequence?

(Multiple Choice)

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Question 37

Which is the most acidic hydrogen in the compound shown?

(Multiple Choice)

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Question 38

Which of these compounds would exist primarily in an enol form?

(Multiple Choice)

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Question 39

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of D⁺ in D₂O?

(Multiple Choice)

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Question 40

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Exam 18: Reactions at the Α Carbon of Carbonyl Compounds

Which of the reagents listed below would serve as the basis for a simple chemical test to distinguish between 2-methyl-1-propanol and 2-butanol?

What would be the major product of the following reaction?

Which of the following would provide the best synthesis of 3-ethyl-6-methyl-2-heptanone?

Which of these amines is/are used with aldehydes and ketones to form enamines?

What would be the major product of the following reaction sequence?

Malonic ester (diethyl malonate)is treated successively with sodium ethoxide (1 eq.),ethyl bromide,potassium tert-butoxide,isobutyl chloride,hot aqueous NaOH,HCl,and heat.What is the final product?

What would be the major product of the following reaction?

Which of these compounds would exist in an enol form to the greatest extent?

What would be the major product of the following reaction?

The keto and enol forms of carbonyl compounds are a special type of ___ isomer called ___.

What product is finally formed when the initial compound formed from cyclopentanone and piperidine is mixed with methyl iodide and that product is heated and then hydrolyzed?

Which of the following would undergo racemization in base?

What is the final product of the following reaction sequence? Give structural details of all significant intermediates.

Which base is employed in the alkylation of methyl hexanoate with ethyl iodide?

Which base is employed in the alkylation of ethyl pentanoate with methyl iodide?

What combination of reagents can be used to make the following substance via an enamine?

What is the product,W,of the following reaction sequence?

Which is the most acidic hydrogen in the compound shown?

Which of these compounds would exist primarily in an enol form?

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of D+ in D2O?

The Basics

Families of Carbon

Acids and Bases

Nomenclature and Conformations of Alkanes and Cycloalkanes

Stereochemistry

Nucleophilic Reactions

Alkenes and Alkynes I

Alkenes and Alkynes II

Nuclear Magnetic Resonance and Mass Spectrometry

Radical Reactions

Alcohols and Ethers

Alcohols From Carbonyl Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Condensation and Conjugate Addition Reactions of Carbonyl Compounds

Amines

Transition Metal Complexes

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

The keto and enol forms of carbonyl compounds are a special type of _ isomer called _.

Which compound would be formed when 2,3-dimethylhexanal is treated with a solution of D⁺ in D₂O?