The rate determining step of the given reaction has to be predicted. Concept Introduction: Reactions of conjugated dienes: An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur. Kinetic and thermodynamic products: Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible. Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible. Rule: The stabilities of carbocation are, Benzyl cation = allyl cation = 3 ∘ carbocation > 2 ∘ carbocation > 1 ∘ carbocation > methyl cation > vinyl cation

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Answer 1

Question

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

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3) Propagation of uncertainty. Every measurement has uncertainty. In this problem, we'll evaluate the uncertainty in every step of a titration of potassium hydrogen phthalate (a common acid used in titrations, abbreviated KHP, formula CsH5KO4) with NaOH of an unknown concentration. The calculation that ultimately needs to be carried out is: concentration NaOH 1000 x mass KHP × purity KHP molar mass KHP x volume NaOH Measurements: a) You use a balance to weigh 0.3992 g of KHP. The uncertainty is ±0.15 mg (0.00015 g). b) You use a buret to slowly add NaOH to the KHP until it reaches the endpoint. It takes 18.73 mL of NaOH. The uncertainty of the burst is 0.03 mL.. c) The manufacturer states the purity of KHP is 100%±0.05%. d) Even though we don't think much about them, molar masses have uncertainty as well. The uncertainty comes from the distribution of isotopes, rather than random measurement error. The uncertainty in the elements composing KHP are: a. Carbon: b. Hydrogen: ±0.0008…

Don't used hand raiting and don't used Ai solution

How would you use infrared spectroscopy to distinguish between the following pairs of constitutional isomers? (a) CH3C=CCH3 || and CH3CH2C=CH (b) CH3CCH=CHCH3 and CH3CCH2CH=CH2 Problem 12-41 The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can. (a) 100 Relative abundance (%) 80 60 60 40 200 20 (b) 100 Transmittance (%) 10 20 20 80- 60- 40- 20 40 60 80 100 120 140 m/z 500 4000 3500 3000 2500 2000 1500 Wavenumber (cm-1) 1000

Answer 2

Question

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

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Answer 3

Question

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

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Answer 4

Question

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

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Answer 5

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Answer 6

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Answer 7

Chapter 8.18, Problem 45P

a)

Interpretation Introduction

Interpretation:

The rate determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Answer 8

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Answer 9

b)

Interpretation Introduction

Interpretation:

The product determining step of the given reaction has to be predicted.

Concept Introduction:

Reactions of conjugated dienes:

An electrophilic addition reaction to a conjugated diene forms both 1,2-addition and 1,4-addition products because the resonance contributors of the allylic cation give cation carbon and the chances for the nucleophile to attack at the electrophilic centre will occur.

Kinetic and thermodynamic products:

Kinetic product: The more rapidly formed product is called the kinetic product. The reactions that produce the kinetic product as the major product are said to be kinetically controlled. The kinetic product predominates when the reaction is irreversible.

Thermodynamic product: The more stable product is called the thermodynamic product. The reactions that produce the thermodynamic product as the major product are said to be thermodynamically controlled. The thermodynamic product predominates when the reaction is reversible.

Rule: The stabilities of carbocation are,

Benzyl cation = allyl cation = 3∘carbocation > 2∘ carbocation > 1∘ carbocation > methyl cation > vinyl cation

Answer 10

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Answer 13

Ch. 8.1 - Prob. 1P Ch. 8.1 - Prob. 2P Ch. 8.4 - Prob. 3P Ch. 8.5 - Prob. 5P Ch. 8.6 - a. Predict the relative bond lengths of the three...Ch. 8.6 - Prob. 7P Ch. 8.6 - Prob. 8P Ch. 8.8 - Prob. 9P Ch. 8.9 - Prob. 10P Ch. 8.9 - Prob. 12P

Solution Summary: The author explains that the rate determining step of the given reaction has to be predicted.

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