Structural formula of lycopene has to be drawn showing the two sets of four isoprene units linked to form lycopene. Concept Introduction: Terpenes are made by joining five-carbon units, usually in a head to tail-fashion. Isoprene unit: Branched end of isoprene – Head Unbranched end of isoprene - Tail

Question

Propose an efficient synthesis for the following transformation: EN The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A. t-BuOK B. Na2Cr2O7, H2SO4, H2O C. NBS, heat F. NaCN D. MeOH E. NaOH G. MeONa H. H2O I. 1) O3; 2) DMS

Answer 1

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 5, Problem 5.30P

(a)

Interpretation Introduction

Interpretation:

Structural formula of lycopene has to be drawn showing the two sets of four isoprene units linked to form lycopene.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

(b)

Interpretation Introduction

Interpretation:

Number of double in lycopene that has a possibility of cis, trans isomerism has to be given and the double bond that shows cis and that shows trans isomers has to be identified.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

Alkene: Unsaturated hydrocarbons having at least one double bond between two carbon atoms are known as alkenes.

• Trans configuration: In trans configuration, carbon atoms present in the main chain are placed on opposite sides of the carbon-carbon double bond.

• Cis configuration: In cis configuration, carbon atoms present in the main chain are placed on same sides of the carbon-carbon double bond.

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Propose an efficient synthesis for the following transformation: EN The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A. t-BuOK B. Na2Cr2O7, H2SO4, H2O C. NBS, heat F. NaCN D. MeOH E. NaOH G. MeONa H. H2O I. 1) O3; 2) DMS

Stereochemistry Identifying the enantiomer of a simple organic molecule 1/5 Check the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of t above box under the table. Br ま HO H 0 Molecule 1 Molecule 2 Molecule 3 OH H Br H H" Br OH Br Molecule 4 Br H OH + + OH Molecule 5 Br H OH none of the above Molecule 6 Br H... OH

Please answer the questions and provide detailed explanations.

Answer 2

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Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 5, Problem 5.30P

(a)

Interpretation Introduction

Interpretation:

Structural formula of lycopene has to be drawn showing the two sets of four isoprene units linked to form lycopene.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

(b)

Interpretation Introduction

Interpretation:

Number of double in lycopene that has a possibility of cis, trans isomerism has to be given and the double bond that shows cis and that shows trans isomers has to be identified.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

Alkene: Unsaturated hydrocarbons having at least one double bond between two carbon atoms are known as alkenes.

• Trans configuration: In trans configuration, carbon atoms present in the main chain are placed on opposite sides of the carbon-carbon double bond.

• Cis configuration: In cis configuration, carbon atoms present in the main chain are placed on same sides of the carbon-carbon double bond.

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Answer 3

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 5, Problem 5.30P

(a)

Interpretation Introduction

Interpretation:

Structural formula of lycopene has to be drawn showing the two sets of four isoprene units linked to form lycopene.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

(b)

Interpretation Introduction

Interpretation:

Number of double in lycopene that has a possibility of cis, trans isomerism has to be given and the double bond that shows cis and that shows trans isomers has to be identified.

Concept Introduction:

Terpenes are made by joining five-carbon units, usually in a head to tail-fashion.

Isoprene unit:

Branched end of isoprene – Head

Unbranched end of isoprene - Tail

Alkene: Unsaturated hydrocarbons having at least one double bond between two carbon atoms are known as alkenes.

• Trans configuration: In trans configuration, carbon atoms present in the main chain are placed on opposite sides of the carbon-carbon double bond.

• Cis configuration: In cis configuration, carbon atoms present in the main chain are placed on same sides of the carbon-carbon double bond.

Expert Solution & Answer

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See solution

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Answer 4

Question

Definition Definition Molecules that have multiple bonds between their carbon atoms. Alkenes are hydrocarbons with a double bond between two adjacent carbon atoms (R 2 C=CR 2 ), whereas alkynes are hydrocarbons with a triple bond between two adjacent carbon atoms R-C=C-R . These two groups are known as unsaturated hydrocarbons. They have fewer hydrogen atoms when compared with alkanes with same number of carbon atoms. The general molecular formula for an unsaturated hydrocarbon can be represented as C n H 2n +2 .

Chapter 5, Problem 5.30P

(a)

Interpretation Introduction