(a) Interpretation: How the given compound can be synthesized from an acyclic compound is to be shown. Concept introduction: Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes . When an alkene or an alkyne is treated with a carbene R 2 C: , the π bond is replaced by a − C(R 2 ) − bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these. A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

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Answer 1

Question

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

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Answer 2

Question

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

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Answer 3

Question

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

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Answer 4

Question

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

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Answer 5

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Answer 6

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Answer 7

Chapter 12, Problem 12.28P

Interpretation Introduction

(a)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Answer 8

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Answer 9

Interpretation Introduction

(b)

Interpretation:

How the given compound can be synthesized from an acyclic compound is to be shown.

Concept introduction:

Compounds containing a cyclopropyl ring can be synthesized from alkenes and alkynes. When an alkene or an alkyne is treated with a carbene R2C:, the π bond is replaced by a −C(R2)− bridge. This results in the introduction of a cyclopropyl ring on the substrate. The ‘R’ group(s) in the carbene may be hydrogen, a halogen or a combination of these.

A carbene is a highly reactive species and is generated in situ. Common methods are irradiating diazomethane with ultraviolet light, of treating a haloform (trihalomethane) with a strong base. The carbene adds to the double bond in a concerted reaction – the lone pair on the carbene forms a bond with one carbon of the double (or triple) bond and the π bond pair simultaneously forms a bond to the carbene carbon.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 12 - Prob. 12.1P Ch. 12 - Prob. 12.2P Ch. 12 - Prob. 12.3P Ch. 12 - Prob. 12.4P Ch. 12 - Prob. 12.5P Ch. 12 - Prob. 12.6P Ch. 12 - Prob. 12.7P Ch. 12 - Prob. 12.8P Ch. 12 - Prob. 12.9P Ch. 12 - Prob. 12.10P

Solution Summary: The author explains how the given compound can be synthesized from an acyclic compound.

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