The given compounds should be arranged in order of increasing solubility in pentane. Concept introduction: Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

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Answer 1

Question

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

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3. SYNTHESIS. Propose a sequence of synthetic steps (FGI) that convert the starting material (SM) into the Target molecule. For each FGI in your proposed synthesis, specify the reagents / conditions, and draw the product(s) of that FGI. DO NOT INCLUDE the FGI mxn in the answer you submit. If an FGI requires two reagent sets, specify the order in which the reagent sets are added, e.g., i) Hg(OAc)2 / H₂O; ii) NaBH4/MeOH. Indicate the stereochemistry (if any) of the products of each FGI. FGI 1. Me Starting Material Source of all carbons in the Target molecule (can use multiple copies) Me Me Target molecule + enantiomer

curved arrows are used to illustate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction mechanism steps

Answer 2

Question

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

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Answer 3

Question

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

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Answer 4

Question

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

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Answer 5

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Answer 6

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.

Conclusion

Therefore, the order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Answer 7

Chapter 13, Problem 13.1P

Interpretation Introduction

Interpretation:

The given compounds should be arranged in order of increasing solubility in pentane.

Concept introduction:

Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Answer 8

Expert Solution & Answer

Answer to Problem 13.1P

Solution:The order of increasing solubility in pentane is as follows:

KBr< 1,5pentanediol < toluene

Answer 9

Expert Solution & Answer

Answer 10

Expert Solution & Answer

Answer 11

Explanation of Solution

Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.

Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.

There are following factors on which the solubility of solute in solvent depends:

Solute	Solvent
	Polar	Non-polar
Ionic	Soluble	Insoluble
Polar	Soluble	Insoluble
Non-Polar	Insoluble	Soluble

Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.

Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.

Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.

1,5

pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.

KBr: KBris a polar compound, which is present as ions; K+, Br−and insoluble in non-polar solvent; pentane.