
Concept explainers
(a)
Interpretation:
The
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Addition Reaction: It is defined as
Electrophilic addition: It is a type of addition reaction in which the pi bond present in the molecule breaks as the electrophile approaches and results in the formation of product with sigma bond.
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
First step is the acid donates proton to the alkene which leads to the formation of more stable carbo cation.
Then, the water is added to the given alkene through acid catalyzed reaction where the water gets added to the carbo cation finally, the removal of one proton from oxonium ion (oxygen with one positive charge) using water results in the formation of product.
(b)
Interpretation:
The alkene used to prepare the given compound should be determined.
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
The curved arrows are generally used to indicate the flow of electrons present in the reaction.
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
In addition reaction of alkenes when two substituents are placed on same side of
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
(c)
Interpretation:
The alkene used to prepare the given compound should be determined.
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
The curved arrows are generally used to indicate the flow of electrons present in the reaction.
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
In addition reaction of alkenes when two substituents are placed on same side of
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
(d)
Interpretation:
The alkene used to prepare the given compound should be determined.
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
The curved arrows are generally used to indicate the flow of electrons present in the reaction.
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
In addition reaction of alkenes when two substituents are placed on same side of
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.
(e)
Interpretation:
The alkene used to prepare the given compound should be determined.
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.
The curved arrows are generally used to indicate the flow of electrons present in the reaction.
Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.
In addition reaction of alkenes when two substituents are placed on same side of
Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

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Chapter 6 Solutions
EBK ORGANIC CHEMISTRY
- Synthesize 2-Hydroxy-2-phenylacetonitrile from phenylmethanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardSynthesize N-Methylcyclohexylamine from cyclohexanol using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forward
- If possible, please provide the formula of the compound 3,3-dimethylbut-2-enal.arrow_forwardSynthesize 1,4-dibromobenzene from acetanilide (N-phenylacetamide) using the necessary organic or inorganic reagents. Draw the structures of the compounds.arrow_forwardIndicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.arrow_forward
- We mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.arrow_forwardIndicate the products obtained by mixing acetophenone with iodine and NaOH.arrow_forwardIndicate the products obtained by mixing 2-Propanone and ethyllithium and performing a subsequent acid hydrolysis.arrow_forward
- Indicate the products obtained if (E)-2-butenal and 3-oxo-butanenitrile are mixed with sodium ethoxide in ethanol.arrow_forwardQuestion 3 (4 points), Draw a full arrow-pushing mechanism for the following reaction Please draw all structures clearly. Note that this intramolecular cyclization is analogous to the mechanism for halohydrin formation. COH Br + HBr Brarrow_forwardIndicate the products obtained if 2,2-dimethylpropanal and acetaldehyde are mixed with sodium ethoxide in ethanol.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
