The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate. Concept introduction: Cl 2 does not appear to possess an electron–poor atom. Br 2 behave as an electrophile once before in the S N 2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl 2 , the Cl 2 molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl - .

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Answer 1

Question

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

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Name the molecules & Identify any chiral center CH3CH2CH2CHCH₂CH₂CH₂CH₂ OH CH₂CHCH2CH3 Br CH3 CH3CHCH2CHCH2CH3 CH3

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).

Answer 2

Question

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

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Answer 3

Question

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

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Answer 4

Question

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

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Answer 5

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

Answer 6

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

Answer 7

Chapter 12, Problem 12.5YT

Interpretation Introduction

Interpretation:

The mechanism for the reaction in Equation 12-17 is as follows, but the curved arrows have been omitted. The mechanism by drawing in the curved arrows is to be completed and the name of each elementary step is to be written. Also, label the chloronium ion intermediate.

Concept introduction:

Cl₂ does not appear to possess an electron–poor atom. Br₂ behave as an electrophile once before in the S_N2 chlorination of enols and enolate anions. As the electron-rich π bond approaches Cl₂, the Cl₂ molecule becomes polarized, temporarily making one of the Cl atoms electron-poor. The mechanism proceeds through a chromium ion intermediate. The curved arrow from the π bond to Cl represents the flow of electrons from an electron-rich site to an electron-poor site. A lone pair of electrons on Cl forms a bond back to one of the alkene C atoms to avoid breaking the C atom’s octet, resulting in a three-membered ring. The weak Cl-Cl bond breaks and one of the atoms leaves as Cl^-.

Answer 8

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Answer 11

Ch. 12 - Prob. 12.1P Ch. 12 - Prob. 12.2P Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Prob. 12.7P Ch. 12 - Prob. 12.8P Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains the mechanism for the reaction in Equation 12-17 with curved arrows and the name of each elementary step.

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