The prominent IR absorptions and mass spectral peaks expected for the compound given are to be stated. Concept introduction: Aldehydes and ketones show a strong absorption band in IR from 1660-1770 cm -1 . Aldehydes show two characteristic C-H absorptions between 2700-2760cm -1 and 2800-2860 cm -1 . Saturated aldehydes absorb near 1730 cm -1 while aromatic aldehydes and α, β- unsaturated aldehydes absorb near 1705 cm -1 . Saturated ketones and cyclohexanones absorb near 1715 cm -1 while aromatic ketones and α, β- unsaturated ketones absorb near 1685-1690 cm -1 . In the mass spectrum of organic compounds, normally peaks due to Mc Lafferty rearrangement and α cleavage are generally visible. In Mc Lafferty rearrangement, aldehydes and ketones that have hydrogens on the γ carbons transfer the hydrogen on the carbon to the carbonyl oxygen and the bond between the α and β carbons is broken to yield an alkene . The chwarge remains with the oxygen containing fragment. In the α cleavage, the bond between the carbonyl carbon and the α carbon breaks to yield a neutral radical and a resaonance stabilized acyl cation. To state: The prominent IR absorptions and mass spectral peaks expected for the compound given.

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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 19.14, Problem 26P

Interpretation Introduction

Interpretation:

The prominent IR absorptions and mass spectral peaks expected for the compound given are to be stated.

Concept introduction:

Aldehydes and ketones show a strong absorption band in IR from 1660-1770 cm^-1. Aldehydes show two characteristic C-H absorptions between 2700-2760cm^-1 and 2800-2860 cm^-1. Saturated aldehydes absorb near 1730 cm^-1 while aromatic aldehydes and α, β- unsaturated aldehydes absorb near 1705 cm^-1. Saturated ketones and cyclohexanones absorb near 1715 cm^-1 while aromatic ketones and α, β- unsaturated ketones absorb near 1685-1690 cm^-1.

In the mass spectrum of organic compounds, normally peaks due to Mc Lafferty rearrangement and α cleavage are generally visible. In Mc Lafferty rearrangement, aldehydes and ketones that have hydrogens on the γ carbons transfer the hydrogen on the carbon to the carbonyl oxygen and the bond between the α and β carbons is broken to yield an alkene. The chwarge remains with the oxygen containing fragment. In the α cleavage, the bond between the carbonyl carbon and the α carbon breaks to yield a neutral radical and a resaonance stabilized acyl cation.

To state:

The prominent IR absorptions and mass spectral peaks expected for the compound given.

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Propylbenzene, C6H5CH2CH2CH3, and isopropyl benzene, C6H5CH(CH3)2, are constitutional isomers with the molecular formula C9H12. One of these compounds shows prominent peaks in its mass spectrum at m/z 120 and 105. The other shows prominent peaks at m/z 120 and 91. Which compound has which spectrum?

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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 19.14, Problem 26P

Interpretation Introduction

Interpretation:

The prominent IR absorptions and mass spectral peaks expected for the compound given are to be stated.

Concept introduction:

Aldehydes and ketones show a strong absorption band in IR from 1660-1770 cm^-1. Aldehydes show two characteristic C-H absorptions between 2700-2760cm^-1 and 2800-2860 cm^-1. Saturated aldehydes absorb near 1730 cm^-1 while aromatic aldehydes and α, β- unsaturated aldehydes absorb near 1705 cm^-1. Saturated ketones and cyclohexanones absorb near 1715 cm^-1 while aromatic ketones and α, β- unsaturated ketones absorb near 1685-1690 cm^-1.

In the mass spectrum of organic compounds, normally peaks due to Mc Lafferty rearrangement and α cleavage are generally visible. In Mc Lafferty rearrangement, aldehydes and ketones that have hydrogens on the γ carbons transfer the hydrogen on the carbon to the carbonyl oxygen and the bond between the α and β carbons is broken to yield an alkene. The chwarge remains with the oxygen containing fragment. In the α cleavage, the bond between the carbonyl carbon and the α carbon breaks to yield a neutral radical and a resaonance stabilized acyl cation.

To state:

The prominent IR absorptions and mass spectral peaks expected for the compound given.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

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 19.14, Problem 26P

Interpretation Introduction

Interpretation:

The prominent IR absorptions and mass spectral peaks expected for the compound given are to be stated.

Concept introduction:

Aldehydes and ketones show a strong absorption band in IR from 1660-1770 cm^-1. Aldehydes show two characteristic C-H absorptions between 2700-2760cm^-1 and 2800-2860 cm^-1. Saturated aldehydes absorb near 1730 cm^-1 while aromatic aldehydes and α, β- unsaturated aldehydes absorb near 1705 cm^-1. Saturated ketones and cyclohexanones absorb near 1715 cm^-1 while aromatic ketones and α, β- unsaturated ketones absorb near 1685-1690 cm^-1.

In the mass spectrum of organic compounds, normally peaks due to Mc Lafferty rearrangement and α cleavage are generally visible. In Mc Lafferty rearrangement, aldehydes and ketones that have hydrogens on the γ carbons transfer the hydrogen on the carbon to the carbonyl oxygen and the bond between the α and β carbons is broken to yield an alkene. The chwarge remains with the oxygen containing fragment. In the α cleavage, the bond between the carbonyl carbon and the α carbon breaks to yield a neutral radical and a resaonance stabilized acyl cation.

To state:

The prominent IR absorptions and mass spectral peaks expected for the compound given.

Expert Solution & Answer

Want to see the full answer?

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 19.14, Problem 26P

Interpretation Introduction