(a) Interpretation: The major product of the given reaction is to be predicted. Concept introduction: A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br · radical. Br · radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

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Answer 1

Question

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10

Q: Arrange BCC and Fec metals, in sequence from the Fable (Dr. R's slides) and Calculate Volume and Density. Aa BCC V 52 5 SFCC

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Answer 2

Question

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

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Answer 3

Question

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

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Answer 4

Question

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

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Answer 5

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Answer 6

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Answer 7

Chapter 25, Problem 25.20P

Interpretation Introduction

(a)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The major product of the given reaction is to be predicted.

Concept introduction:

A hydrogen halide adds across the double bond of an alkene in the presence of peroxide; the H atom adds to the more substituted C, and the halide atom adds to the less substituted one. This is an anti-Markovnikov addition. HBr and peroxide are sources of Br· radical. Br· radical adds to the alkene via radical addition, and the resulting alkyl radical abstracts a H atom from HBr, yielding the overall product. The more substituted alkyl radical forms C-H bond. Thus, the addition is anti-Markovnikov addition.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 25 - Prob. 25.1P Ch. 25 - Prob. 25.2P Ch. 25 - Prob. 25.3P Ch. 25 - Prob. 25.4P Ch. 25 - Prob. 25.5P Ch. 25 - Prob. 25.6P Ch. 25 - Prob. 25.7P Ch. 25 - Prob. 25.8P Ch. 25 - Prob. 25.9P Ch. 25 - Prob. 25.10P

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Chapter 25 Solutions