Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 7.6, Problem 21PTS

(a)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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 reaction mechanism for the given set of reactions should be determined.

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.

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

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.

(d)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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.

(e)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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.

 (f)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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.

(g)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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.

(h)

Interpretation Introduction

Interpretation: The reaction mechanism for the given set of reactions should be determined.

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.

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

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.

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Select the stronger base from each pair of compounds. (a) H₂CNH₂ or EtzN (b) CI or NH2 NH2 (c) .Q or EtzN (d) or (e) N or (f) H or H
4. Provide a clear arrow-pushing mechanism for each of the following reactions. Do not skip proton transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted without ambiguity. a. 2. 1. LDA 3. H3O+ HO
b. H3C CH3 H3O+ ✓ H OH

Chapter 7 Solutions

Organic Chemistry

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