(a) Interpretation: The products of the reaction between 1 - bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated. Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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Answer 1

Question

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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Predict the products and mechanisms of the following reactions. When if more than one product or mechanism is possible, explain are the most probable. (a) 1-bromohexane, sodium ethoxide in ethanol (b) 2-chlorohexane, NaOCH3 in methanol (c) 2-chloro-2-methylbutane, NaOCH2CH3 in ethanol (d) 2-chloro-2-methylbutane by heating in ethanol (e) isobutyl iodide, KOH in ethanol / water (f) isobutyl chloride, AgNO3 in ethanol / water (g) 1-bromo-1-methylcyclopentane, NaOEt in ethanol (h) 1-bromo-1-methylcyclopentane heated in methanol

Please give the main substitution product for each of the following reactions, and indicate the dominant mechanism: (a) 1-bromopropane + NaOCH3 → (b) 3-bromo-3-methylpentane + NaOC2H5 →

When tert-butyl bromide is heated with an equal amount of ethanol in an inert solvent, one of the products is ethyl tert-butyl ether. (a) What happens to the rate if the concentration of tert-butyl bromide is tripled and the concentration of ethanol is doubled?

Answer 2

Question

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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Answer 3

Question

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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Answer 4

Question

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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Answer 5

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 6

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 7

Chapter 9, Problem 9.30P

Interpretation Introduction

(a)

Interpretation:

The products of the reaction between 1- bromobutane and sodium methoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The products of the reaction between 2- bromobutane and potassium tert-butoxide are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The products of the reaction between 2-bromo-1,1-dimethylcyclopentane and ethanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The products of the reaction between bromocyclohexane and methanol are to be predicted and the curved-arrow mechanism of the reaction is to be stated.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

Answer 14

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Answer 15

Expert Solution & Answer

Answer 16

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Answer 17

Ch. 9 - Prob. 9.1P Ch. 9 - Prob. 9.2P Ch. 9 - Prob. 9.3P Ch. 9 - Prob. 9.4P Ch. 9 - Prob. 9.5P Ch. 9 - Prob. 9.6P Ch. 9 - Prob. 9.7P Ch. 9 - Prob. 9.8P Ch. 9 - Prob. 9.9P Ch. 9 - Prob. 9.10P

Solution Summary: The author explains that the products of the reaction between 1- bromobutane and sodium methoxide are to be predicted.

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