Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d)

Question

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Answer 1

Textbook Question

Chapter 15, Problem 15.7P

Complete these reactions involving lithium diorganocopper (Gilman) reagents.

(a)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 1

(b)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 2

(c)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 3

(d)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 4

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

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Answer 2

Textbook Question

Chapter 15, Problem 15.7P

Complete these reactions involving lithium diorganocopper (Gilman) reagents.

(a)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 1

(b)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 2

(c)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 3

(d)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 4

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

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Answer 3

Textbook Question

Chapter 15, Problem 15.7P

Complete these reactions involving lithium diorganocopper (Gilman) reagents.

(a)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 1

(b)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 2

(c)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 3

(d)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 4

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

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Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Textbook Question

Chapter 15, Problem 15.7P

Complete these reactions involving lithium diorganocopper (Gilman) reagents.

(a)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 1

(b)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 2

(c)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 3

(d)

Chapter 15, Problem 15.7P, Complete these reactions involving lithium diorganocopper (Gilman) reagents. (a) (b) (c) (d) , example 4

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

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Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

Answer 8

(a)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

Answer 9

(a)

Expert Solution

Answer 10

(a)

Expert Solution

Answer 11

Expert Solution

Answer 12

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 1

Answer 13

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 2

The 1-bromocyclohexane (A) reacted with Gilman reagent (dimethyl cuprate), this reagent is attacking for $C−Br$ adjecent position to the bromine attached carbon atom followed by elimination of bromo group which yields the alkene (B).

Answer 14

(b)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

Answer 15

(b)

Expert Solution

Answer 16

(b)

Expert Solution

Answer 17

Expert Solution

Answer 18

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 3

Answer 19

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 4

The 1-bromo cyclohexane (A) treated with Gilman reagent in presence of ether which corresponding yields the butyl cyclohexene (B). The simple transformation reaction is shown above.

Answer 20

(c)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

Answer 21

(c)

Expert Solution

Answer 22

(c)

Expert Solution

Answer 23

Expert Solution

Answer 24

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 5

Answer 25

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 6

The 1-Iodobutane (A) is reacted with Gilman reagent in presence of ether which corresponding yields the 2,2’-dimethylhexane (B). The simple transformation reaction is shown above.

Answer 26

(d)

Expert Solution

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7

Explanation of Solution

The synthesis of product transformation is shown below.

Organic Chemistry, Chapter 15, Problem 15.7P , additional homework tip 8

The alkene (A) is reacted with Gilman reagent in presence of ether which corresponding yields the product (B).

Answer 27

(d)

Expert Solution

Answer 28

(d)

Expert Solution

Answer 29

Expert Solution

Answer 30

Interpretation Introduction

Interpretation:

The necessary inorganic reagents have to be identified for the conversion of the given starting material to the respective product.

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 15.7P , additional homework tip 7