The reason for the retention of D atoms in unreacted alkene and the mechanism for the given reaction 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. Reduction Reaction: It is just opposite of oxidation reaction which involves removal of oxygen atoms or addition of hydrogen atoms and addition of electrons. 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.

Question

Want to see the full answer?

Answer 1

Question

Chapter 6, Problem 102P

Interpretation Introduction

Interpretation:

The reason for the retention of D atoms in unreacted alkene and the mechanism for the given reaction 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.

Reduction Reaction: It is just opposite of oxidation reaction which involves removal of oxygen atoms or addition of hydrogen atoms and addition of electrons.

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.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Generally, addition of halogen acids to alkene follows Markovnikov rule. In which condition the anti-Markovnikov rule is followed? Describe the mechanism with an example.

Which of the following alkenes will undergo a carbocation rearrangement in their reaction with ethanol in the presence of a small amount of strong acid?

МСРВА Alkenes are oxidized to give epoxides on treatment with a peroxyacid, RCO3H, such as metachloroperoxybenzoic acid (MCPBA). Peroxyacids transfer an oxygen atom to the alkene with syn stereochemistry, i.e. both C-O bonds form on the same face of the double bond, through a single step mechanism without intermediates. The oxygen atom farthest from the carbonyl group is the one transferred. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H .CI .CI HO