Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Chapter 13.9, Problem 21CC

(a)

Interpretation Introduction

Interpretation:

The product for the given set of reactions should be identified.

Concept introduction:

Alcohol: It is one type of functional group in organic chemistry in which carbon is singly bonded to one OH group. Generally, alcohols are poor leaving group and hence should be converted into better leaving group but in presence of acids they behave as good leaving group.

Base: They are substance that gives -OH or donates a pair of electrons.

Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.

Nucleophile: donates pair of electrons to positively charged substrate resulting in the formation of chemical bond.

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

SN2 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved. The bond making and the bond breaking process happens simultaneously in this reaction. The substitution is said to be intramolecular if the reaction proceeds within the same molecule.

Carbocation: carbon atom bears positive charged species with three bonds is called Carbocation and it plays vital intermediate in organic synthesis. Carbocation migratory aptitude is mainly depends on the stability of the carbocation. This type of carbocation undergoes inter or intra molecule reactions and it form more stable product this type of rearrangement called carbocation rearrangement.

Carbocation’s are classified in to three types as primary, secondary and tertiary depending on the number of carbon atoms which is attached to the ionized carbon.

Tertiary carbocation is more stable than secondary carbocation, secondary carbocation is more stable than the primary carbocation as shown below.

 (b)

Interpretation Introduction

Interpretation:

The product for the given set of reactions should be identified.

Concept introduction:

Alcohol: It is one type of functional group in organic chemistry in which carbon is singly bonded to one OH group. Generally, alcohols are poor leaving group and hence should be converted into better leaving group but in presence of acids they behave as good leaving group.

Base: They are substance that gives -OH or donates a pair of electrons.

Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.

Nucleophile: donates pair of electrons to positively charged substrate resulting in the formation of chemical bond.

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

SN2 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved. The bond making and the bond breaking process happens simultaneously in this reaction. The substitution is said to be intramolecular if the reaction proceeds within the same molecule.

Carbocation: carbon atom bears positive charged species with three bonds is called Carbocation and it plays vital intermediate in organic synthesis. Carbocation migratory aptitude is mainly depends on the stability of the carbocation. This type of carbocation undergoes inter or intra molecule reactions and it form more stable product this type of rearrangement called carbocation rearrangement.

Carbocation’s are classified in to three types as primary, secondary and tertiary depending on the number of carbon atoms which is attached to the ionized carbon.

Tertiary carbocation is more stable than secondary carbocation, secondary carbocation is more stable than the primary carbocation as shown below.

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Explanation O Conjugated Pi Systems Deducing the reactants of a Diels-Alder reaction Can the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? ? Δ If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. • If your answer is no, check the box under the drawing area instead. Click and drag to start drawing a structure. X
Diels Alder Cycloaddition: Focus on regiochemistry (problems E-F) –> match + of thedienophile and - of the diene while also considering stereochemistry (endo).
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Organic Chemistry

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