Chapter 15, Problem 15.9P

(a)

Interpretation Introduction

Interpretation:

Problem 15.8 shows a series of lithium diorganocopper (Gilman) reagents. The preparation of each Gilman reagent from an appropriate alkyl halide or vinylic halide has to be shown.

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 $(R_{2}CuLi)$, 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 $(R_{2}CuLi)$ have a transition as their metal atom, they are used to form new carbon-carbon bonds.

• Organocuprate $(R_{2}CuLi)$ 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.

Explanation of Solution

The synthesis of reagent transformation is shown below.

The two moles of alkyl halide (A) is reacted with lithium copper $Li/Cu-I$ (diorganocopper) presence of ether which corresponding yields the Gilman reagent (B).  It is more selective and can be acetylated with acid chlorides without concomitant attack on ketons, alkyl halides and esters.

(b)

Interpretation Introduction

Interpretation:

Problem 15.8 shows a series of lithium diorganocopper (Gilman) reagents. The preparation of each Gilman reagent from an appropriate alkyl halide or vinylic halide has to be shown.

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 $(R_{2}CuLi)$, 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 $(R_{2}CuLi)$ have a transition as their metal atom, they are used to form new carbon-carbon bonds.

• Organocuprate $(R_{2}CuLi)$ 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.

Explanation of Solution

The synthesis of reagent transformation is shown below.

The two moles of alkyl halide (A) is reacted with lithium copper $Li/Cu-I$ (diorganocopper) presence of ether which corresponding yields the Gilman reagent (B).

(c)

Interpretation Introduction

Interpretation:

Problem 15.8 shows a series of lithium diorganocopper (Gilman) reagents. The preparation of each Gilman reagent from an appropriate alkyl halide or vinylic halide has to be shown.

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 $(R_{2}CuLi)$, 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 $(R_{2}CuLi)$ have a transition as their metal atom, they are used to form new carbon-carbon bonds.

• Organocuprate $(R_{2}CuLi)$ 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.

Explanation of Solution

The synthesis of reagent transformation is shown below.

The equal moles of alkyl halide (A) is reacted with lithium copper $Li/Cu-I$ (diorganocopper) presence of ether which corresponding yields the Gilman reagent (B).

(d)

Interpretation Introduction

Interpretation:

Problem 15.8 shows a series of lithium diorganocopper (Gilman) reagents. The preparation of each Gilman reagent from an appropriate alkyl halide or vinylic halide has to be shown.

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 $(R_{2}CuLi)$, 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 $(R_{2}CuLi)$ have a transition as their metal atom, they are used to form new carbon-carbon bonds.

• Organocuprate $(R_{2}CuLi)$ 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.

Explanation of Solution

The synthesis of reagent transformation is shown below.

The equal moles of vinylic halide (A) is reacted with lithium copper $Li/Cu-I$ (diorganocopper) presence of ether which corresponding yields the Gilman reagent (B).  It is more selective and can be acetylated with acid chlorides without concomitant attack on ketons, alkyl halides and esters.

(e)

Interpretation Introduction

Interpretation:

Problem 15.8 shows a series of lithium diorganocopper (Gilman) reagents. The preparation of each Gilman reagent from an appropriate alkyl halide or vinylic halide has to be shown.

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 $(R_{2}CuLi)$, 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 $(R_{2}CuLi)$ have a transition as their metal atom, they are used to form new carbon-carbon bonds.

• Organocuprate $(R_{2}CuLi)$ 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.

Explanation of Solution

The synthesis of reagent transformation is shown below.

The equal moles of vinylic halide (A) is reacted with lithium copper $Li/Cu-I$ (diorganocopper) presence of ether which corresponding yields the Gilman reagent (B).  It is more selective and can be acetylated with acid chlorides without concomitant attack on ketons, alkyl halides and esters.