(a) Interpretation: The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted. Concept introduction: In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Question

Want to see the full answer?

Answer 1

Question

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Shown below is the mechanism presented for the formation of biasplatin in reference 1 from the Background and Experiment document. The amounts used of each reactant are shown. Either draw or describe a better alternative to this mechanism. (Note that the first step represents two steps combined and the proton loss is not even shown; fixing these is not the desired improvement.) (Hints: The first step is correct, the second step is not; and the amount of the anhydride is in large excess to serve a purpose.)

Hi I need help on the question provided in the image.

Draw a reasonable mechanism for the following reaction:

Answer 2

Question

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 6

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 7

Chapter 11, Problem 11.4P

Interpretation Introduction

(a)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The detailed mechanism for the reaction of the given compound with HCl is to be drawn. The major product of the reaction is to be predicted.

Concept introduction:

In an addition of a Bronsted acid across a double bond, the proton can bond to one of the two possible carbon atoms. The major product of an electrophilic addition of a Bronsted acid to an alkene is the one that proceeds through the more stable carbocation intermediate. If alkene is symmetrical, then it results in only one product. If an alkene is unsymmetrical, then two constitutional isomers can be produced. The major product is the one in which a more stable carbocation intermediate is produced. Tertiary carbocation is the most stable, followed by secondary and then primary. Methyl carbocations are least stable.

Answer 14

Expert Solution & Answer

Answer 15

Expert Solution & Answer

Answer 16

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 17

Ch. 11 - Prob. 11.1P Ch. 11 - Prob. 11.2P Ch. 11 - Prob. 11.3P Ch. 11 - Prob. 11.4P Ch. 11 - Prob. 11.5P Ch. 11 - Prob. 11.6P Ch. 11 - Prob. 11.7P Ch. 11 - Prob. 11.8P Ch. 11 - Prob. 11.9P Ch. 11 - Prob. 11.10P

Solution Summary: The author explains the electrophilic addition of a Bronsted acid to an alkene and the major product of the reaction.

Want to see the full answer?

Chapter 11 Solutions