OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months)
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Chapter 5.3, Problem 6E

(a)

Interpretation Introduction

Interpretation: The solubility of C6H5CO2Na in organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. As the polar and ionic compounds are soluble in polar solvents whereas the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(a)

Expert Solution
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Answer to Problem 6E

  C6H5CO2Na is soluble in water as it is ionic salt of benzoic acid.

Explanation of Solution

  C6H5CO2Na is an ionic compound as it is salt of benzoic acid and sodium hydroxide. Since ionic compounds are soluble due to formation of ions which can easily attract towards dipole water molecule.

  C6H5CO2NaC6H5CO2-+  Na+

(b)

Interpretation Introduction

Interpretation: The solubility of naphthalene in organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. As the polar and ionic compounds are soluble in polar solvents whereas the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(b)

Expert Solution
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Answer to Problem 6E

Naphthalene is soluble in organic solvent as it is a non-polar compound.

Explanation of Solution

Naphthalene is an aromatic hydrocarbon which is composed of C and H atoms. The structural formula of naphthalene can be shown as below:

  OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months), Chapter 5.3, Problem 6E , additional homework tip  1

Since there is no other functional group in the molecule,therefore, it is a non-polar molecule and is soluble in a non-polar solvent.

(c)

Interpretation Introduction

Interpretation: The solubility of Anthracenein organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. As the polar and ionic compounds are soluble in polar solvents whereas the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(c)

Expert Solution
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Answer to Problem 6E

Anthracene is soluble in organic solvent as it is a non-polar compound.

Explanation of Solution

Anthracene is an aromatic hydrocarbon which is composed of C and H atoms. The structural formula of Anthracene can be shown as below:

  OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months), Chapter 5.3, Problem 6E , additional homework tip  2

Since there is no other functional group in the molecule therefore it is a non-polar molecule and is soluble in a non-polar solvent.

(d)

Interpretation Introduction

Interpretation: The solubility of phenolin organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. The polar and ionic compounds are soluble in polar solvents, whereas the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(d)

Expert Solution
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Answer to Problem 6E

Phenol is soluble water as it is a polar compound.

Explanation of Solution

Phenol is an aromatic hydrocarbon which is composed of C and H atoms with −OH group. The structural formula of phenol can be shown as below:

  OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months), Chapter 5.3, Problem 6E , additional homework tip  3

The −OH group can form hydrogen bond with water molecule therefore it is soluble in water.

(e)

Interpretation Introduction

Interpretation: The solubility of C6H5NH2 in organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. The polar and ionic compounds are soluble in polar solvents, whereas, the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(e)

Expert Solution
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Answer to Problem 6E

  C6H5NH2 is soluble in organic solvent.

Explanation of Solution

  C6H5NH2 is an aromatic hydrocarbon which is composed of C and H atoms with −NH2group. The structural formula of C6H5NH2

can be shown as below:

  OWLv2 with LabSkills for Gilbert/Martin's Experimental Organic Chemistry: A Miniscale & Microscale Approach, 6th Edition, [Instant Access], 4 terms (24 months), Chapter 5.3, Problem 6E , additional homework tip  4

  C6H5NH2 is an aromatic compound with −NH2group. Although it can form hydrogen bonding with water molecule, yet due to phenyl group, it is more soluble in organic solvent.

(f)

Interpretation Introduction

Interpretation: The solubility of NaCl in organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. The polar and ionic compounds are soluble in polar solvents, whereas, the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(f)

Expert Solution
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Answer to Problem 6E

  NaCl is soluble in water as it is ionic salt.

Explanation of Solution

  NaCl is an ionic compound as it is salt of benzoic acid and sodium hydroxide. Since ionic compounds are soluble due to formation of ions which can easily attract towards dipole water molecule.

(h)

Interpretation Introduction

Interpretation: The solubility of CH3CO2H in organic solvent or water needs to be explained.

Concept Introduction:A solution is a mixture of solute and solvent. The solubility of solute in solvent depends on the interaction between solute and solvent. It also depends on the polarity of molecules also. The polar and ionic compounds are soluble in polar solvents, whereas, the non-polar compounds are soluble in non-polar solvents such as organic solvents. Therefore, it is said to be “Like dissolves Like”.

(h)

Expert Solution
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Answer to Problem 6E

  CH3CO2H is soluble in water as it can form hydrogen bond with water.

Explanation of Solution

  CH3CO2H is weak acid that is soluble water because it ionized in water and can also form hydrogen bond with water molecule that makes it soluble in water.

  CH3CO2HCH3CO2-+  H+

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