How the UV spectrum of the conjugated product, cholest- 4 -ene- 3 -one is different from that of cholesterol is to be described. Concept introduction: In ultraviolet (UV) spectra of aldehydes and ketones , the strongest absorptions are the ones that results from π to π * electronic transition. In alkenes , these observations are seen at λ max > 200 nm only if the carbonyl double bond is in conjugation with another double bond in the molecule.

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Definition Definition Organic compounds that have a carbonyl group, C=O, as their functional group. The carbonyl group in aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18.5E, Problem 18.5P

Interpretation Introduction

Interpretation:

How the UV spectrum of the conjugated product, cholest-4-ene-3-one is different from that of cholesterol is to be described.

Concept introduction:

In ultraviolet (UV) spectra of aldehydes and ketones, the strongest absorptions are the ones that results from π to π* electronic transition. In alkenes, these observations are seen at λmax>200 nm only if the carbonyl double bond is in conjugation with another double bond in the molecule.

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Oxidation of cholesterol converts the alcohol to a ketone. Under acidic or basic oxidationconditions, the C“C double bond migrates to the more stable, conjugated position. BeforeIR and NMR spectroscopy, chemists watched the UV spectrum of the reaction mixture tofollow the oxidation. Describe how the UV spectrum of the conjugated product, cholest-4-en-3-one, differs from that of cholesterol

Ignoring E and Z isomers, what two enols are formed when pent-2-yne is treated with H2O, H2SO4, and HgSO4? Draw the ketones formed from these enols after tautomerization.

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.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18.5E, Problem 18.5P

Interpretation Introduction

Interpretation:

How the UV spectrum of the conjugated product, cholest-4-ene-3-one is different from that of cholesterol is to be described.

Concept introduction:

In ultraviolet (UV) spectra of aldehydes and ketones, the strongest absorptions are the ones that results from π to π* electronic transition. In alkenes, these observations are seen at λmax>200 nm only if the carbonyl double bond is in conjugation with another double bond in the molecule.

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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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18.5E, Problem 18.5P

Interpretation Introduction

Interpretation:

How the UV spectrum of the conjugated product, cholest-4-ene-3-one is different from that of cholesterol is to be described.

Concept introduction:

In ultraviolet (UV) spectra of aldehydes and ketones, the strongest absorptions are the ones that results from π to π* electronic transition. In alkenes, these observations are seen at λmax>200 nm only if the carbonyl double bond is in conjugation with another double bond in the molecule.

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 aldehydes is placed at the end of the molecular structure, which means the C=O is attached to one hydrogen atom and an alkyl group or a benzene ring. Just like all the other homologous series in organic chemistry, the naming of aldehydes uses the suffix “-al”. The general molecular formula is C n H 2n O.

Chapter 18.5E, Problem 18.5P

Interpretation Introduction