a) Interpretation: The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br 2 is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans- product. To give: The product expected, along with its stereochemistry, when Br 2 is added to 1,2-dimethylcyclohexene.

Question

For the reaction below: 1. Draw all reasonable elimination products to the right of the arrow. 2. In the box below the reaction, redraw any product you expect to be a major product. 田 Major Product: Check ☐ + I Na OH esc F1 F2 2 1 @ 2 Q W tab A caps lock S #3 80 F3 69 4 σ F4 % 95 S Click and drag to sta drawing a structure mm Save For Later 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use GO DII F5 F6 F7 F8 F9 F10 6 CO 89 & 7 LU E R T Y U 8* 9 0 D F G H J K L Z X C V B N M 36

Answer 1

Question

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

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For the reaction below: 1. Draw all reasonable elimination products to the right of the arrow. 2. In the box below the reaction, redraw any product you expect to be a major product. 田 Major Product: Check ☐ + I Na OH esc F1 F2 2 1 @ 2 Q W tab A caps lock S #3 80 F3 69 4 σ F4 % 95 S Click and drag to sta drawing a structure mm Save For Later 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use GO DII F5 F6 F7 F8 F9 F10 6 CO 89 & 7 LU E R T Y U 8* 9 0 D F G H J K L Z X C V B N M 36

Problem 7 of 10 Draw the major product of this reaction. Ignore inorganic byproducts. S' S 1. BuLi 2. ethylene oxide (C2H4O) Select to Draw a Submit

Feedback (4/10) 30% Retry Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the reactant and missing intermediates involved in this reaction. Include all lone pairs and charges as appropriate. Ignore inorganic byproducts. Incorrect, 6 attempts remaining :0: Draw the Reactant H H3CO H- HIO: Ö-CH3 CH3OH2* protonation H. a H (+) H Ο CH3OH2 O: H3C protonation CH3OH deprotonation > CH3OH nucleophilic addition H. HO 0:0 Draw Intermediate a X

Answer 2

Question

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

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Answer 3

Question

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

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Answer 4

Question

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

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Answer 5

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

Answer 6

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Answer 7

Chapter 8.SE, Problem 26MP

Interpretation Introduction

a)

Interpretation:

The product formed with its stereochemistry, when 1,2-dimethylcyclohexene reacts with Br₂ is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

The product expected, along with its stereochemistry, when Br₂ is added to 1,2-dimethylcyclohexene.

Answer 8

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Answer 9

Interpretation Introduction

b)

Interpretation:

The product obtained with its stereochemistry, in the reaction shown, is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans product.

To give:

The product expected, along with its stereochemistry, when Cl₂ is added to styrene (vinyl benzene).

Answer 10

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

Answer 11

Interpretation Introduction

c)

Interpretation:

The product obtained with its stereochemistry in the reaction shown is to be given. The mechanism of its formation also 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 large halonium ion shields one side of the molecule. Hence the attack of the halide ion occurs from the opposite, unshielded side to yield a trans-product.

To give:

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

Answer 12

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Answer 23

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 formed with its stereochemistry when 1,2-dimethylcyclohexene reacts with Br2 and the mechanism of its formation.

Chapter 8 Solutions