A ketone other than (R)-4-methyl-3-hexanone that undergo acid- or base-catalyzed racemization has to be given. Concept introduction: A racemic mixture is formed when a compound is dissolved in the acidic or basic medium. It is because in both acidic and basic medium the enolate anion is formed. Enolate anion is planar and attacks from both above and below the plane to give a racemic mixture.

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 13, Problem 38P

Interpretation Introduction

Interpretation:

A ketone other than (R)-4-methyl-3-hexanone that undergo acid- or base-catalyzed racemization has to be given.

Concept introduction: A racemic mixture is formed when a compound is dissolved in the acidic or basic medium. It is because in both acidic and basic medium the enolate anion is formed. Enolate anion is planar and attacks from both above and below the plane to give a racemic mixture.

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A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some interesting chemistry. When she used an enzyme and NADPH to reduce the following ketone, she was surprised to find that the product was optically active. She carefully repurified the product so that no enzyme, NADPH, or other contaminants were present. Still, the product was optically active. Does the product have any asymmetric carbon atoms or other stereocenters?

Rearrangements can occur during the dehydration of 1° alcohols even though no 1° carbocation is formed—that is, a 1,2-shift occurs as the C − OH2+ bond is broken, forming a more stable 2° or 3° carbocation, as shown. Using this information, draw a stepwise mechanism that shows how CH3CH2CH2CH2OH is dehydrated with H2SO4 to form a mixture of CH3CH2CH = CH2 and the cis and trans isomers of CH3CH = CHCH3. We will see another example of this type of rearrangement in Section 18.5C.

Non-conjugated β,γ-unsaturated ketones, such as 3-cyclohexenone, as in acid-catalysed equilibrium with their α,β-unsaturated isomers. The mechanism has several intermediates. Draw the structure of the second reaction intermediate in the conversion of 3-cyclohexenone to 2-cyclohexenone. This intermediate is a neutral compound.

Answer 2

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 13, Problem 38P

Interpretation Introduction

Interpretation:

A ketone other than (R)-4-methyl-3-hexanone that undergo acid- or base-catalyzed racemization has to be given.

Concept introduction: A racemic mixture is formed when a compound is dissolved in the acidic or basic medium. It is because in both acidic and basic medium the enolate anion is formed. Enolate anion is planar and attacks from both above and below the plane to give a racemic mixture.

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Answer 3

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Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 13, Problem 38P

Interpretation Introduction

Interpretation:

A ketone other than (R)-4-methyl-3-hexanone that undergo acid- or base-catalyzed racemization has to be given.

Concept introduction: A racemic mixture is formed when a compound is dissolved in the acidic or basic medium. It is because in both acidic and basic medium the enolate anion is formed. Enolate anion is planar and attacks from both above and below the plane to give a racemic mixture.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Organic compounds that have a carbonyl group, C = O, as their functional group. The carbonyl group in ketones is placed somewhere in the middle of the molecular structure, which means, the C=O is attached to two alkyl groups or benzene rings. Just like all other homologous series, the naming of ketones is done using a common suffix “-one”. The general molecular formula is C n H 2n O. Functional group of a ketone

Chapter 13, Problem 38P

Interpretation Introduction