The products for the given reactions to be identified. Concept Introduction : Ring-opening of epoxide : The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction. Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position. Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained. Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene , results in the markovnikov’s addition of H & OH groups across the double bond of alkene. Useful reagents: 1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

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Answer 1

Question

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Predicting As the lead product manager at OrganometALEKS Industries, you are trying to decide if the following reaction will make a molecule with a new C - C bond as its major product: H₂N O H 1. ? 2. H3O+ If this reaction will work, draw the major organic product or products you would expect in the drawing area below. If there's more than one major product, you can draw them in any arrangement you like. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry. 0 If the major products of this reaction won't have a new CC bond, just check the box under the drawing area and leave it blank. فا Explanation Check Click and drag to start drawing a structure.

Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers. OH OH OH OH OH OH

Answer 2

Question

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

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Check out a sample textbook solution

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Answer 3

Question

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 5

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 6

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 7

Chapter 13, Problem 37PP

(a)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 8

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 9

(b)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 10

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 11

(c)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 12

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 13

(d)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 14

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 15

(e)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 16

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 17

(f)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 18

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 19

(g)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 20

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 21

(h)

Interpretation Introduction

Interpretation: The products for the given reactions to be identified.

Concept Introduction:

Ring-opening of epoxide: The epoxide ring is highly strain and readily undergoes reaction with strong nucleophile result in the ring-opening reaction.

Regiochemistry: when the epoxide is unsymmetrical, the nucleophile attack at the less substituted position.

Stereochemistry: when the nucleophile attack takes place at chiral center, an inversion of configuration is obtained.

Alkoxymercuration-demercuration: the process where alcohols can be prepared from alkene, results in the markovnikov’s addition of H & OH groups across the double bond of alkene.

Useful reagents:

1. NaSH : A very strong nucleophile that will react with an epoxide in a ring-opening reaction.

Answer 22

Expert Solution & Answer

Answer 23

Expert Solution & Answer

Answer 24

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Answer 25

Ch. 13.2 - Prob. 1LTS Ch. 13.2 - Prob. 1PTS Ch. 13.2 - Prob. 2PTS Ch. 13.2 - Prob. 3ATS Ch. 13.4 - Prob. 4CC Ch. 13.5 - Prob. 2LTS Ch. 13.5 - Prob. 5PTS Ch. 13.5 - Prob. 6ATS Ch. 13.5 - Prob. 7CC Ch. 13.5 - Prob. 8CC

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Chapter 13 Solutions