(a) Interpretation: How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any. Concept introduction: A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne ) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond. The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product. Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Question

(EXM 2, PRBLM 3) Here is this problem, can you explain it to me and show how its done. Thank you I need to see the work for like prbl solving.

Answer 1

Question

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

(EXM 2, PRBLM 3) Here is this problem, can you explain it to me and show how its done. Thank you I need to see the work for like prbl solving.

can someone draw out the reaction mechanism for this reaction showing all bonds, intermediates and side products Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below

What would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 3 2. n-BuLi • Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Click and drag to start drawing a structure.

Answer 2

Question

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 3

Question

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 4

Question

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 5

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 6

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 7

Chapter 12, Problem 12.29P

Interpretation Introduction

(a)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown, along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 8

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 9

Interpretation Introduction

(b)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 10

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 11

Interpretation Introduction

(c)

Interpretation:

How the given compound with specified stereochemistry can be produced from an alkene is to be shown along with the reagents used and special conditions if any.

Concept introduction:

A cyclopropyl group can be introduced in a compound by reacting the corresponding alkene (or alkyne) with a carbene. A carbene is a species with only two groups, typically hydrogen or halogen atoms bonded to a carbon. The carbon atom also carries a lone pair of electrons or sometimes two unpaired electrons. This pair of electrons makes the carbene extremely reactive. Carbenes add to an alkene or alkyne by simultaneously forming bonds with the two carbon atoms from the double (or triple) bond. One bond is formed by the lone pair on the carbene and the other by the π bond pair from the initial double (or triple) bond.

The stereochemistry of the double bond is preserved in the reaction as it is a concerted addition. If the alkene has a cis configuration, the two similar substituents on the double bond end up on the same side of the cyclopropyl ring in the product. If it is a trans alkene, the similar substituents on the double bond end up on opposite sides of the ring in the product.

Carbenes are generated in situ, typically by irradiating a mixture of the alkene and diazomethane with UV light or by treating a mixture of the alkene and haloform (trihalomethane) with a strong base like an alkoxide.

Answer 12

Expert Solution & Answer

Answer 13

Expert Solution & Answer

Answer 14

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 15

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 16

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Answer 17

Trending nowThis is a popular solution!

Answer 18

Trending nowThis is a popular solution!

Answer 19

Trending nowThis is a popular solution!

Answer 20

Trending now

Answer 21

This is a popular solution!

Answer 22

See solution

Check out sample textbook solution

Answer 23

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 a compound with specified stereochemistry can be produced from an alkene, along with the reagents used and special conditions if any.

Concept explainers

Videos

Chapter 12 Solutions