Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 15, Problem 15.25P

(a)

Interpretation Introduction

Interpretation:

The product of the given epoxide reaction has to be drawn.

Concept Introduction:

Organocopper compounds: The Organocopper reagents react with alkyl, alkenyl and aryl halides to give alkylated product.

It is more selective and can be acetylated with acid chlorides without concomitant attack on ketons, alkyl halides and esters.

Gilman reagent: The lithium copper (diorganocopper) reagent compound (R2CuLi), these reagent are very useful because unlike Grignard reagent and organolithium reagents, they react with organic halides to replace the halide group. With an alkyl (R) group.

Organometallic reagents such as organocuprate (R2CuLi) have a transition as their metal atom, they are used to form new carbon-carbon bonds.

  • Organocuprate (R2CuLi) are also known as Gilman Reagent.
  • It is prepared from an organolithium compound by reaction with cuprous iodide in diethyl ether or THF as follows.

Organic Chemistry, Chapter 15, Problem 15.25P , additional homework tip  1

Nucleophiles: A nucleophile is a more reactant species that affords a pair of electrons to the electrophile or electrophilic center and forms a new covalent bond. The carbon or other hetero atom in a molecule which is bearing negative charge or lone pair of electron is called as nucleophiles.

Ring-opening of epoxide: The epoxide is an electrophilic functional group and attacked by a Nucleophile at the less substituted carbon via SN2 process.

(b)

Interpretation Introduction

Interpretation:

The product of the given epoxide reaction has to be drawn.

Concept Introduction:

Organocopper compounds: The Organocopper reagents react with alkyl, alkenyl and aryl halides to give alkylated product.

It is more selective and can be acetylated with acid chlorides without concomitant attack on ketons, alkyl halides and esters.

Gilman reagent: The lithium copper (diorganocopper) reagent compound (R2CuLi), these reagent are very useful because unlike Grignard reagent and organolithium reagents, they react with organic halides to replace the halide group. With an alkyl (R) group.

Organometallic reagents such as organocuprate (R2CuLi) have a transition as their metal atom, they are used to form new carbon-carbon bonds.

  • Organocuprate (R2CuLi) are also known as Gilman Reagent.
  • It is prepared from an organolithium compound by reaction with cuprous iodide in diethyl ether or THF as follows.

Organic Chemistry, Chapter 15, Problem 15.25P , additional homework tip  2

Nucleophiles: A nucleophile is a more reactant species that affords a pair of electrons to the electrophile or electrophilic center and forms a new covalent bond. The carbon or other hetero atom in a molecule which is bearing negative charge or lone pair of electron is called as nucleophiles.

Ring-opening of epoxide: The epoxide is an electrophilic functional group and attacked by a Nucleophile at the less substituted carbon via SN2 process.

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