Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
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Chapter 7, Problem 55PP

(a)

Interpretation Introduction

Interpretation: The products for the given set of molecules are should be identified.

Concept Introduction:

SN1 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on one reactant. First step is the formation of more stable carbocation which is followed by the attack of nucleophile. Formation of more stable carbocation and the leaving group present in the substrate plays very important role in the reactivity of SN1 reaction. The stability of carbocation is as the following order,

Primary carbocation < secondary carbocation < tertiary carbocation

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

Chiral carbon: a carbon is said to be chiral if it is bonded to four different atoms in a molecule.

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.

 (c)

Interpretation Introduction

Interpretation: The products for the given set of molecules are should be identified.

Concept Introduction:

SN1 Reaction: It is a nucleophilic substitution reaction in which the rate determining step depends on one reactant. First step is the formation of more stable carbocation which is followed by the attack of nucleophile. Formation of more stable carbocation and the leaving group present in the substrate plays very important role in the reactivity of SN1 reaction. The stability of carbocation is as the following order,

Primary carbocation < secondary carbocation < tertiary carbocation

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

Chiral carbon: a carbon is said to be chiral if it is bonded to four different atoms in a molecule.

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.

 (b)

Interpretation Introduction

Conclusion

The product for the given reactions are identified by using the carbocation formed, the leaving group and the nucleophile present.

Concept Introduction:

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.

Structure of the substrate plays major role in the reactivity of SN2 reaction. If the substrate is more substituted then the rate of the reaction will becomes slower. Since the mechanism of SN2 reaction proceeds through backside attack on the substrate, it depends on steric factor that if more groups attached near the leaving group the reactivity becomes slower. The SN2 reactivity increases in molecule with better leaving group.

(d)

Interpretation Introduction

Conclusion

The product for the given reactions are identified by using the carbocation formed, the leaving group and the nucleophile present.

Concept Introduction:

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.

Structure of the substrate plays major role in the reactivity of SN2 reaction. If the substrate is more substituted then the rate of the reaction will becomes slower. Since the mechanism of SN2 reaction proceeds through backside attack on the substrate, it depends on steric factor that if more groups attached near the leaving group the reactivity becomes slower. The SN2 reactivity increases in molecule with better leaving group.

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6. Consider the following exothermic reaction below. 2Cu2+(aq) +41 (aq)2Cul(s) + 12(aq) a. If Cul is added, there will be a shift left/shift right/no shift (circle one). b. If Cu2+ is added, there will be a shift left/shift right/no shift (circle one). c. If a solution of AgNO3 is added, there will be a shift left/shift right/no shift (circle one). d. If the solvent hexane (C6H14) is added, there will be a shift left/shift right/no shift (circle one). Hint: one of the reaction species is more soluble in hexane than in water. e. If the reaction is cooled, there will be a shift left/shift right/no shift (circle one). f. Which of the changes above will change the equilibrium constant, K?
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