The complete and detailed mechanism of the Robinson annulation reaction given in Equation 18-55 is to be drawn. Concept introduction: A Robinson annulation reaction is a Michael reaction, the conjugate addition of an enolate anion, followed by intramolecular aldol condensation. One of the reactants of a Robinson annulation must be an α, β- unsaturated carbonyl compound with two acidic α -protons. The second must be a ketone or aldehyde with one acidic α -proton

Question

2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11

Answer 1

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, Problem 18.37P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the Robinson annulation reaction given in Equation 18-55 is to be drawn.

Concept introduction:

A Robinson annulation reaction is a Michael reaction, the conjugate addition of an enolate anion, followed by intramolecular aldol condensation. One of the reactants of a Robinson annulation must be an α, β- unsaturated carbonyl compound with two acidic α-protons. The second must be a ketone or aldehyde with one acidic α-proton

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2. 200 LOD For an unknown compound with a molecular ion of 101 m/z: a. Use the molecular ion to propose at least two molecular formulas. (show your work) b. What is the DU for each of your possible formulas? (show your work) C. Solve the structure and assign each of the following spectra. 8 6 4 2 (ppm) 150 100 50 ō (ppm) 4000 3000 2000 1500 1000 500 HAVENUMBERI-11

Complete the spectroscopy with structure

Answer 2

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, Problem 18.37P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the Robinson annulation reaction given in Equation 18-55 is to be drawn.

Concept introduction:

A Robinson annulation reaction is a Michael reaction, the conjugate addition of an enolate anion, followed by intramolecular aldol condensation. One of the reactants of a Robinson annulation must be an α, β- unsaturated carbonyl compound with two acidic α-protons. The second must be a ketone or aldehyde with one acidic α-proton

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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, Problem 18.37P

Interpretation Introduction

Interpretation:

The complete and detailed mechanism of the Robinson annulation reaction given in Equation 18-55 is to be drawn.

Concept introduction:

A Robinson annulation reaction is a Michael reaction, the conjugate addition of an enolate anion, followed by intramolecular aldol condensation. One of the reactants of a Robinson annulation must be an α, β- unsaturated carbonyl compound with two acidic α-protons. The second must be a ketone or aldehyde with one acidic α-proton

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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, Problem 18.37P

Interpretation Introduction