(a) Interpretation: The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene. Concept introduction: Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

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Answer 1

Question

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

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There are three constitutional isomers with the molecular formula C5H12. When treated with chlorine at 300°C, isomer A gives a mixture of four monochlorination products. Under the same conditions, isomer B gives a mixture of three monochlorination products and isomer C gives only one monochlorination product. From this information, assign structural formulas to isomers A, B, and C.

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1. The ketone 2-heptanone has been identified as contributing to the odor of a number of dairy products, including condensed milk and cheddar cheese. Describe the synthesis of 2-heptanone from acetylene and any necessary organic and inorganic reagents. 2. Compound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.

Answer 2

Question

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

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Answer 3

Question

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Expert Solution & Answer

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Answer 4

Question

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Expert Solution & Answer

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Answer 5

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Answer 6

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Answer 7

Chapter 16, Problem 16.60AP

Interpretation Introduction

(a)

Interpretation:

The structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure of benzene.

Concept introduction:

Kekule structure is the representation of a compound by its Lewis structure. In this structure, the covalent bonds are shown for the bonded electron pairs. Melting point of a compound depends upon its molecular symmetry.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structures of dibromobenzene derivatives are to be assigned by assuming the correctness of Ladenburg structure of benzene.

Concept introduction:

Ladenburg benzene structure is also known as Prismane structure. The carbon and hydrogen atoms of a benzene molecule are represented as three prismane structures arranged in the form of a triangular prism.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The mononitration products which were formed in the least amount are to be identified.

Concept introduction:

Nitration is a process in which a nitro group is substituted on the aromatic ring by elecrtophilic substitution reaction. This reaction involves concentrated sulfuric acid and concentrated nitric acid as reagents.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

Answer 14

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Answer 15

Expert Solution & Answer

Answer 16

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Answer 17

Ch. 16 - Prob. 16.1P Ch. 16 - Prob. 16.2P Ch. 16 - Prob. 16.3P Ch. 16 - Prob. 16.4P Ch. 16 - Prob. 16.5P Ch. 16 - Prob. 16.6P Ch. 16 - Prob. 16.7P Ch. 16 - Prob. 16.8P Ch. 16 - Prob. 16.9P Ch. 16 - Prob. 16.10P

Solution Summary: The author explains that the structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure.

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(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

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Chapter 16 Solutions

Solution Summary: The author explains that the structures of dibromobenzene derivatives are to be drawn by assuming the correctness of Kekule structure.

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(d) Interpretation: The differences in the spectra of dibromobenzene derivaties are to be stated. Concept introduction: The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.

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Chapter 16 Solutions

(d)

Interpretation:

The differences in the spectra of dibromobenzene derivaties are to be stated.

Concept introduction:

The NMR spectroscopy is used to determine the number of equivalent and non equivalent carbon atoms and to identify the type of carbon atoms present in the compound.