The products of the given reaction including the sequence of steps are to be determined. Concept introduction: ▸ Dehydrogenation is a reaction in which the hydrogens are removed from an organic molecule using various reagents. It is the reverse of hydrogenation. ▸ The hydroboration-oxidation reaction is a two-step organic reaction that converts an alkene , an unsaturated hydrocarbon into alcohol via the addition of water across the double bond. The hydrogen and hydroxyl group are attached in syn addition that leads to cis stereochemistry.

Question

Provide concise syntheses for each of the following compounds starting from but-1 - ene. The source of all the carbon atoms in these molecules must be either but-1 - ene or any one carbon nucleophile/electrophile. (If you must use a reagent that has more than one carbon atoms you must show the preparation of that reagent from but-1 - ene.) (a) Methyl propanoate (b) 3, 5- Dimethylheptan-4-one (c) 5-ethyl-7-methylnon-4-ene

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 10, Problem 34P

Interpretation Introduction

Interpretation:

The products of the given reaction including the sequence of steps are to be determined.

Concept introduction:

▸ Dehydrogenation is a reaction in which the hydrogens are removed from an organic molecule using various reagents. It is the reverse of hydrogenation.

▸ The hydroboration-oxidation reaction is a two-step organic reaction that converts an alkene, an unsaturated hydrocarbon into alcohol via the addition of water across the double bond. The hydrogen and hydroxyl group are attached in syn addition that leads to cis stereochemistry.

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Provide concise syntheses for each of the following compounds starting from but-1 - ene. The source of all the carbon atoms in these molecules must be either but-1 - ene or any one carbon nucleophile/electrophile. (If you must use a reagent that has more than one carbon atoms you must show the preparation of that reagent from but-1 - ene.) (a) Methyl propanoate (b) 3, 5- Dimethylheptan-4-one (c) 5-ethyl-7-methylnon-4-ene

Provide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)

Propose a reasonable synthesis for each of the following compounds from the indicated starting materials and any other reagents.

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 10, Problem 34P

Interpretation Introduction

Interpretation:

The products of the given reaction including the sequence of steps are to be determined.

Concept introduction:

▸ Dehydrogenation is a reaction in which the hydrogens are removed from an organic molecule using various reagents. It is the reverse of hydrogenation.

▸ The hydroboration-oxidation reaction is a two-step organic reaction that converts an alkene, an unsaturated hydrocarbon into alcohol via the addition of water across the double bond. The hydrogen and hydroxyl group are attached in syn addition that leads to cis stereochemistry.

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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 10, Problem 34P

Interpretation Introduction

Interpretation:

The products of the given reaction including the sequence of steps are to be determined.

Concept introduction:

▸ Dehydrogenation is a reaction in which the hydrogens are removed from an organic molecule using various reagents. It is the reverse of hydrogenation.

▸ The hydroboration-oxidation reaction is a two-step organic reaction that converts an alkene, an unsaturated hydrocarbon into alcohol via the addition of water across the double bond. The hydrogen and hydroxyl group are attached in syn addition that leads to cis stereochemistry.

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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 10, Problem 34P

Interpretation Introduction