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

5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

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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5. Propose a Synthesis for the molecule below. You may use any starting materials containing 6 carbons or less (reagents that aren't incorporated into the final molecule such as PhзP do not count towards this total, and the starting material can have whatever non-carbon functional groups you want), and any of the reactions you have learned so far in organic chemistry I, II, and III. Your final answer should show each step separately, with intermediates and conditions clearly drawn. H3C CH3

State the name and condensed formula of isooxazole obtained by reacting acetylacetone and hydroxylamine.

State the name and condensed formula of the isothiazole obtained by reacting acetylacetone and thiosemicarbazide.

Answer 2

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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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

Check out sample textbook solution

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