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 each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

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.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.

Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH

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.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

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

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 15

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

Answer 18

Trending nowThis is a popular solution!

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending now

Answer 21

This is a popular solution!

Answer 22

See solution

Check out sample textbook solution

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