The reaction of 2 − bromo − 3 − phenylbutane with sodium methoxide that shows major and minor products is to be drawn. Concept introduction: The chemical reaction that consists of an alkyl halide , a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution. The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E 2 elimination reaction.

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Answer 1

Question

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

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For each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield. a. (R)-2-bromohexane + high concentration of CH3O- b. (R)-3-bromo-3-methylhexane + CH3OH c. trans-1-chloro-2-methylcyclohexane + high concentration of CH3O- d. trans-1-chloro-3-methylcyclohexane + high concentration of CH3O- e. 3-bromo-3-methylpentane + high concentration of CH3CH2O- f. 3-bromo-3-methylpentane + CH3CH2OH

Substitution and Elimination (Please draw the structures involved in the reactions) A. Which will react more rapidly via SN1? 1-bromo-2,2-dimethylpropane or 2-bromo-2- methylbutane? Explain. B. Which will react faster via SN2? 1-chlorocyclohexane or 1-chloro-1-methylcyclohexane? Explain.

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Answer 2

Question

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

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Answer 3

Question

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

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Answer 4

Question

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

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Answer 5

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 6

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 7

Chapter 7, Problem 7.69SP

(a)

Interpretation Introduction

Interpretation:

The reaction of 2−bromo−3−phenylbutane with sodium methoxide that shows major and minor products is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2R,3R)-2-bromo-3-phenylbutane, that shows the reason of stereospecificity, is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The Newman projection for the transition state of the reaction of (2S,3R)-2-bromo-3-phenylbutane is to be drawn.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The major product from the elimination of (2S,3S)-2-bromo-3-phenylbutane is to be predicted.

Concept introduction:

The chemical reaction that consists of an alkyl halide, a good leaving group which reacts with Lewis base to form an alkene is termed as elimination reaction. In this reaction there is complete removal of the leaving group takes place without any substitution.

The bimolecular elimination reaction that favours the removal of a HX substituent from an alkyl halide that needs a base to remove H from carbon adjacent to the leaving group that in turn forms a double bond is termed E2 elimination reaction.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 7.3A - Prob. 7.1P Ch. 7.3A - Prob. 7.2P Ch. 7.3B - Draw five more compounds of formula C4H6NOC1.Ch. 7.3B - For each of the following molecular formulas,...Ch. 7.4 - Give the systematic (IUPAC) names of the following...Ch. 7.5B - The following names are all incorrect. Draw the...Ch. 7.5B - Prob. 7.8P Ch. 7.5B - a. How many stereogcmc double bonds are in...Ch. 7.6 - Teflon-coated frying pans routinely endure...Ch. 7.7B - Prob. 7.11P

Solution Summary: The author explains the reaction of 2-bromo-3- phenylbutane with sodium methoxide that shows major and minor products.

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