(a) Interpretation: Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn. Concept introduction: The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

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Answer 1

Question

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

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Answer 2

Question

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

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Answer 3

Question

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

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Answer 4

Question

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

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Answer 5

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Answer 6

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Answer 7

Chapter 5, Problem 5.29AP

Interpretation Introduction

(a)

Interpretation:

Whether the peroxide is present or not, the structure of a six-carbon alkene that would give same product from reaction with hydrogen bromide is to be drawn.

Concept introduction:

The addition of one or more than one halogen atom in an aromatic compound is known as halogenation reaction. The pathway of the halogenation reaction depends on the structure of the substrate. These reactions proceed via free-radical chain reaction.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure of four compounds of formula C10H16 that would undergo catalytic hydrogenation to give decalin is to be drawn.

Concept introduction:

The addition of H2 in presence of catalyst is known as catalytic hydrogenation reaction. This is a syn addition. Alkene is reduced to alkane. In this reaction weak pi bond of alkene and sigma bond between H2 is broken and two C−H bonds are formed.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure of two alkenes that give 1−methylcyclohexanol when treated with Hg(OAc)2 in water, and then NaBH4/NaOH is to be drawn.

Concept introduction:

The oxymercuration reaction is an electrophilic addition reaction that converts an alkene into an alcohol and an alkyne into a ketone. The reagents required for this reaction are [1] Hg(OAc)2; [2] H2O, Et2O or THF.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure of an alkene with one double bond that would give only one product after ozonolysis followed by hydrogen peroxide is to be stated.

Concept introduction:

In oxidative cleavage both the sigma and pi bond of the alkene is broken and two carbonyl compounds are formed. When ozone is added to the alkene, unstable intermediate molozonide is formed which rearranges to ozonide.

Answer 14

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Answer 15

Interpretation Introduction

(e)

Interpretation:

The structure of two stereoisomeric alkenes that would give 3-hexanol as the major product of hydroboration followed by treatment with alkaline hydrogen peroxide is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Answer 16

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Answer 17

Interpretation Introduction

(f)

Interpretation:

The structure of an alkene with five carbons that would give the same product as a result of either oxymercuration-reduction or hydroboration-oxidation is to be drawn.

Concept introduction:

Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov rule.

Anti markovinkov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries minimum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has maximum number of hydrogen atoms.

Answer 18

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Answer 21

Ch. 5 - Prob. 5.1P Ch. 5 - Prob. 5.2P Ch. 5 - Prob. 5.3P Ch. 5 - Prob. 5.4P Ch. 5 - Prob. 5.5P Ch. 5 - Prob. 5.6P Ch. 5 - Prob. 5.7P Ch. 5 - Prob. 5.8P Ch. 5 - Prob. 5.9P Ch. 5 - Prob. 5.10P

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