(a) Interpretation: The stereogenic center(s) is to be labeled. Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Question

1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.

Answer 1

Question

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

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1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.

3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ

2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O

Answer 2

Question

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

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Answer 3

Question

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

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Answer 4

Question

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

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Answer 5

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

Answer 6

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Answer 7

Chapter 25, Problem 25.64P

Interpretation Introduction

(a)

Interpretation: The stereogenic center(s) is to be labeled.

Concept introduction: Stereoisomers are the compounds in which molecular formula of a compound remains same but positions of different atoms or groups are changed to form new compounds. The stereogenic centers are also known as sterocenters. The stereocenters are carbon atoms on which the interchanging of two atoms or groups results in the formation of new stereoisomers.

Answer 8

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 9

Interpretation Introduction

(b)

Interpretation: Amide(s) that can be reduced to form benzphetamine is to be predicted.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 10

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 11

Interpretation Introduction

(c)

Interpretation: The carbonyl compound and amine that can be used to make benzphetamine by reductive amination are to be stated. The possible methods are to be drawn.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. The synthesis of the products relies upon the type of reactants and reagents that are used during the reactions. The energy of a target molecule should be low because it increases the stability of a molecule that results in the formation of molecules with high yield. The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.

Answer 12

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

Answer 13

Interpretation Introduction

(d)

Interpretation: The products which are formed by Hofmann elimination from benzphetamine are to be drawn. The major product is to be labeled.

Concept introduction: Amines are the derivatives of ammonia consisting of nitrogen atom with the lone pair of electrons. They are basic compounds. Hoffman’s elimination reaction involves the less substituted alkene as a more favourable product, whereas according to Zaitsev rule, more substituted alkenes are considered as the more favourable product.

Answer 14

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Answer 25

Ch. 25 - Prob. 25.1P Ch. 25 - Draw the structure of a compound of molecular...Ch. 25 - Prob. 25.3P Ch. 25 - Prob. 25.4P Ch. 25 - Prob. 25.5P Ch. 25 - Arrange the compounds in order of increasing...Ch. 25 - Prob. 25.7P Ch. 25 - Prob. 25.8P Ch. 25 - Problem 25.7 Draw the product of each...Ch. 25 - Prob. 25.10P

Solution Summary: The author explains the stereogenic center(s) in the given compound, which is labeled in figure 1.

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Chapter 25 Solutions