The product expected, along with its stereochemistry, from the addition of Cl 2 to 1,2-dimethylcyclohexane is to be given. Concept introduction: The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans - product. To give: The product expected, along with its stereochemistry, when Cl 2 is added to 1,2-dimethylcyclohexane.

Question

Calculate the chemical shifts in 13C and 1H NMR for 4-chloropropiophenone ? Write structure and label hydrogens and carbons

Answer 1

Question

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

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Answer 2

Question

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

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Answer 3

Question

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

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Answer 4

Question

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

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Answer 5

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

Answer 6

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

Answer 7

Chapter 8.2, Problem 3P

Interpretation Introduction

Interpretation:

The product expected, along with its stereochemistry, from the addition of Cl₂ to 1,2-dimethylcyclohexane is to be given.

Concept introduction:

The reaction of halogens to alkenes occurs with anti stereochemistry, that is, the two halogen atoms come from opposite faces of the double bond- one from top face and other from bottom face. In the first step the addition of halogen to the double bond in the alkenes results in the formation of a cyclic halonium ion with the simultaneous elimination of a halide ion. The larger halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield the trans-product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to 1,2-dimethylcyclohexane.

Answer 8

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Answer 19

Ch. 8.1 - Prob. 1P Ch. 8.1 - How many alkene products, including E,Z isomers,...Ch. 8.2 - Prob. 3P Ch. 8.2 - Addition of HCl to 1, 2-dimethylcyclohexene yields...Ch. 8.3 - Prob. 5P Ch. 8.3 - Prob. 6P Ch. 8.4 - Prob. 7P Ch. 8.4 - From what alkenes might the following alcohols...Ch. 8.5 - Prob. 9P Ch. 8.5 - What alkenes might be used to prepare the...

Solution Summary: The author explains the product expected, along with its stereochemistry, when Cl 2 is added to 1,2-dimethylcyclohexane.

Chapter 8 Solutions