The two alkenes used to give 1-bromo-1-methylcyclohexane in presence of H B r 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. 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 C = C then it is named as s y n addition if it is placed on opposite sides of C = C it is defined as anti-addition. 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.

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Chapter 6, Problem 50P

(a)

Interpretation Introduction

Interpretation:

The two alkenes used to give 1-bromo-1-methylcyclohexane in presence of HBr 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.

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 C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

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 Introduction

Interpretation:

The products formed in presence of DBr for the alkenes should be determined.

Concept introduction:

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 C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

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.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

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1. What would be the product of the reaction between 1-methylcyclohexene and HBr?

a) Give the molecular formula and draw the skeletal structure for 3-bromo-3- methylhexane. b) Name (including E/Z stereochemistry) the FIVE alkenes that can produce 3-bromo-3- methylhexane on reaction with HBr. Draw the skeletal structure of each molecule.??? c) Define the type of stereoisomerism present in 3-bromo-3-methylhexane. Name and draw the tetrahedral representation of the two stereoisomers?. d) For the base-catalysed hydrolysis of 3-bromo-3-methylhexane (i.e. reaction with the nucleophile OH-): i) ii) iii) iv) State whether the reaction is likely to proceed by an SN1 or SN2 mechanism, and explain your choice Give the likely rate law for the reaction. Explain your choice. For the reaction intermediate, draw its structure and give the VSEPR description of the geometry at the reaction centre Give the names and draw the structures of the two reaction products. Explain your conclusions

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