Draw the products of homolysis or heterolysis of each indicated bond. Use electronegativity differences to decide on the location of charges in the heterolysis reaction. Classify each carbon reactive intermediate as a radical, carbocation, or carbanion.

a.

b.

Short Answer

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Answer

a. A radical intermediate is generated.

b. A carbocation intermediate is generated.

Step by step solution

01

Step-by-Step SolutionStep 1: Homolysis and Heterolysis

The cleavage of a bond in which each atom involved in the bonding retains one electron is termed homolytic cleavage or homolysis.

The cleavage of a bond in which both the electrons involved in bonding are transferred to one of the atoms (the more electronegative atom) is termed heterolytic cleavage or heterolysis.

02

Carbon intermediates

The intermediate involving a carbon atom bearing a positive charge (indicating deficiency of electrons) are termed carbocations. The ones bearing a negative charge (indicating an excess of electrons) are termed carbanions.

The carbon species having an unshared electron over them are termed carbon radicals.

03

Products of the given bond cleavage

a.

Homolysis of the C-H bond

The homolytic cleavage of the bond between the carbon and the hydrogen atom generates a carbon radical as both the carbon and the hydrogen atom get one electron each.

b.Heterolysis of the C-O bond

In the given case, the shared pair of electrons are transferred to the electronegative oxygen atom, and hence a carbocation is generated.

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Most popular questions from this chapter

Esterification is the reaction of a carboxylic acid (RCOOH) with an alcohol (R'OH) to form an ester (RCOOR') with a loss of water. Equation [1] is an example of an intermolecular esterification reaction. Equation [2] is an example of an intramolecular esterification reaction; that is, the carboxylic acid and alcohol are contained in the same starting material, forming a cyclic ester as the product. The equilibrium constants for both reactions are given. Explain why Keqis different for these two apparently similar reactions.

[1]

[2]

Consider the following energy diagram for the conversion of AG.

a. Which points on the graph correspond to transition states?

b. Which points on the graph correspond to reactive intermediates?

c. How many steps are present in the reaction mechanism?

d. Label each step of the mechanism as endothermic or exothermic.

e. Label the overall reaction as endothermic or exothermic.

For which of the following reactions is S°a positive value?

a.

b.

Calculate ΔH° for each oxidation reaction. Each equation is balanced as written; remember to take into account the coefficients in determining the number of bonds broken or formed.

[ ΔHfor O2=497kJ/mol ; ΔHfor one C=O in CO2=535kJ/mol]

a.role="math" localid="1648191068323" CH4+2O2CO2+2H2O

b.2CH4+7O24CO2+6H2O


For a reaction with ΔH°=40kJ/mol, decide which of the following statements is (are) true. Correct any false statement to make it true. (a) ΔG°The reaction is exothermic; (b) for the reaction is positive; (c) Keq is greater than 1; (d) the bonds in the starting materials are stronger than the bonds in the product; and (e) the product is favored at equilibrium.

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