(a) Interpretation: The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated. Concept introduction: Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

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Answer 1

Question

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

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== Vid4Q2 Unanswered ☑ Provide IUPAC name of product in the reaction below A 3,4-dimethylcyclohexene B 1,2-dimethylcyclohexane C 1,2-dimethylcyclohexene D 3,4-dimethylcyclohexane H₂ Pd

5. Use the MS data to answer the questions on the next page. 14.0 1.4 15.0 8.1 100- MS-IW-5644 26.0 2.8 27.0 6.7 28.0 1.8 29.0 80 4.4 38.0 1.0 39.0 1.5 41.0 1.2 42.0 11.2 43.0 100.0 44.0 4.3 79.0 1.9 80.0 2.6 Relative Intensity 40 81.0 1.9 82.0 2.5 93.0 8.7 20- 95.0 8.2 121.0 2.0 123.0 2.0 136.0 11.8 0 138.0 11.5 20 40 8. 60 a. Br - 0 80 100 120 140 160 180 200 220 m/z Identify the m/z of the base peak and molecular ion. 2 b. Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0, 95.0, 136.0, and 138.0 m/z. C. Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to fragment 43.0 m/z. Be sure to include all electrons and formal charges. 6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium ion (CsH6N) and show your work.

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Answer 2

Question

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

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Answer 3

Question

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

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Answer 4

Question

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

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Answer 5

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 6

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Answer 7

Chapter 17, Problem 17.46AP

Interpretation Introduction

(a)

Interpretation:

The curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis is to be stated.

Concept introduction:

Grignard reagents are organometallic compounds which are prepared using alkyl halides in the presence of magnesium metal in dry ether. These reagents act as strong nucleophiles and bases.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The curved arrow mechanism for the reaction between 4-phenylbut-3-yn-1-ol and p-toluenesulfonic acid is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The curved arrow mechanism for the reaction between 1-penten-4-yne and sodium acetylide followed by alkyl bromide is to be stated.

Concept introduction:

The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The curved arrow mechanism for the reaction between 1-methylcyclopent-2enol and ethanol in presence of dilute sulfuric acid is to be stated.

Concept introduction:

The treatment of alcohols with dilute sulfuric acid in the presence of excess ethanol leads to the formation of ether as a product. In this reaction, a stable carbocation is formed as an intermediate after the removal of a water molecule. Therefore, the carbocation attacked by the ethanol group forms ether.

Answer 14

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 15

Interpretation Introduction

(e)

Interpretation:

The curved arrow mechanism for the reaction between 3-chloro-3-methylbut-1-yne and cyclohexene is to be stated.

Concept introduction:

The alkynes are the unsaturated hydrocarbon containing triple bond between two carbon atoms. The general formula of alkynes is C_nH_2n-2 . The name of the alkyne compounds ends with the suffix -yne. The curved-arrow notation is used to show the transfer of electrons from one atom to another. The curved arrow has two barbs (head and tail) which represent the direction of electron flow.

Answer 16

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Answer 17

Expert Solution & Answer

Answer 18

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Answer 19

Ch. 17 - Prob. 17.1P Ch. 17 - Prob. 17.2P Ch. 17 - Prob. 17.3P Ch. 17 - Prob. 17.4P Ch. 17 - Prob. 17.5P Ch. 17 - Prob. 17.6P Ch. 17 - Prob. 17.7P Ch. 17 - Prob. 17.8P Ch. 17 - Prob. 17.9P Ch. 17 - Prob. 17.10P

Solution Summary: The author explains the curved arrow mechanism for the reaction between alkyl halide and magnesium in the presence of ether followed by hydrolysis.

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