(a) Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method. Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

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Answer 1

Question

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

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Two methods convert an alkyl halide to a carboxylic acid having one more carbon atom. Depending on the structure of the alkyl halide, one or both of these methods may be employed. For each alkyl halide, write out a stepwise sequence that converts it to a carboxylic acid with one more carbon atom. If both methods work, draw both routes. If one method cannot be used, state why it can't.

Two methods convert an alkyl halide to a carboxylic acid having onemore carbon atom. Depending on the structure of the alkyl halide, one or both of thesemethods may be employed. For each alkyl halide, write out a stepwisesequence that converts it to a carboxylic acid with one more carbonatom. If both methods work, draw both routes. If one method cannot be used, state why it can't.

The product in this reaction is basic enough to be protonated by a dilute HCl solution. Draw the protonated species, clearly showing where protonation occurs. Draw all possible resonance structures of the conjugate acid of the product, and use these to explain why the product is so much more basic than a typical ester, like ethyl acetate.

Answer 2

Question

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

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Answer 3

Question

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

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Answer 4

Question

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

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Answer 5

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 6

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 7

Chapter 22, Problem 22.69P

Interpretation Introduction

(a)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 8

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 9

Interpretation Introduction

(b)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 10

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 11

Interpretation Introduction

(c)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 12

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 13

Interpretation Introduction

(d)

Interpretation: A stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc acyl substitution reaction, nucleophile takes the position of leaving group.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 22 - Prob. 22.1P Ch. 22 - Draw the three possible resonance structures for...Ch. 22 - Prob. 22.3P Ch. 22 - Give an IUPAC or common name for each compound.Ch. 22 - Problem 22.5 Draw the structure corresponding to...Ch. 22 - Prob. 22.6P Ch. 22 - How would the compounds in each pair differ in...Ch. 22 - Problem 22.8 Deduce the structures of compounds ...Ch. 22 - Prob. 22.9P Ch. 22 - Rank the compounds in each group in order of...

Solution Summary: The author explains that a stepwise sequence that converts given alkyl halide to carboxylic acid is to be stated by the use to suitable method.

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Chapter 22 Solutions