Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
Question
Book Icon
Chapter 19, Problem 19.55SP

(a)

Interpretation Introduction

To propose: The mechanism for the given reaction.

Interpretation: The mechanism for the given reaction is to be proposed.

Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.

(b)

Interpretation Introduction

To describe: The reason that given reaction readily displaces fluoride as the leaving group.

Interpretation: The reason that given reaction readily displaces fluoride as the leaving group is to be described.

Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.

(c)

Interpretation Introduction

To describe: The reason that given reaction stops with the desired products, rather than reacting with another dinitrofluorobenzene.

Interpretation: The reason that given reaction stops with the desired products, rather than reacting with another dinitrofluorobenzene are to be predicted.

Concept introduction: The organic compounds which contain the functional groups containing a nitrogen atom with a lone pair of electrons are amines. Amines are the derivatives of ammonia. They have more than one hydrogen atoms. These hydrogen atoms can replace with an alkyl or aryl group. Amines can act as both bases and nucleophiles due to the unshared electron pair.

Blurred answer
Students have asked these similar questions
Fluoride ion is usually a poor leaving group because it is not very polarizable. Fluorideserves as the leaving group in the Sanger reagent (2,4-dinitrofluorobenzene), used inthe determination of peptide structures (Chapter 24). Explain why fluoride works as aleaving group in this nucleophilic aromatic substitution, even though it is a poor leavinggroup in the SN1 and SN2 mechanisms.
Why do we need to use lewis acids before electrophilic aromatic substitution reaction proceeds? to produce a better nucleophile to make the reaction proceed faster to make the starting material more activated to produce a better electrophile
Propose a mechanism for the following reaction (remember to use curved arrows to show the movement of electrons from the nucleophile to the electrophile):

Chapter 19 Solutions

Organic Chemistry (9th Edition)

Ch. 19.10B - Propose a mechanism for nitration of pyridine at...Ch. 19.10B - Prob. 19.12PCh. 19.10C - Prob. 19.13PCh. 19.10C - Prob. 19.14PCh. 19.11 - Propose a mechanism to show the individual...Ch. 19.11 - Prob. 19.16PCh. 19.12 - Give the products expected from the following...Ch. 19.13 - Prob. 19.18PCh. 19.13 - Prob. 19.19PCh. 19.14 - Prob. 19.20PCh. 19.15 - Prob. 19.21PCh. 19.15 - Prob. 19.22PCh. 19.16 - Prob. 19.23PCh. 19.17 - Prob. 19.24PCh. 19.17 - Prob. 19.25PCh. 19.18 - Prob. 19.26PCh. 19.19 - Prob. 19.27PCh. 19.20A - Addition of one equivalent of ammonia to...Ch. 19.20A - Prob. 19.29PCh. 19.20B - Show how you would accomplish the following...Ch. 19.20C - Prob. 19.31PCh. 19 - For each compound, 1. classify the...Ch. 19 - Prob. 19.33SPCh. 19 - Within each structure, rank the indicated...Ch. 19 - In each pair of compounds, select the stronger...Ch. 19 - Which of the following compounds are capable of...Ch. 19 - Complete the following proposed acid-base...Ch. 19 - Predict the products of the following reactions:...Ch. 19 - Prob. 19.39SPCh. 19 - Show how m-toluidine can be converted to the...Ch. 19 - The mass spectrum of tert-butylamine follows shows...Ch. 19 - Prob. 19.42SPCh. 19 - The following drugs are synthesized using the...Ch. 19 - Prob. 19.44SPCh. 19 - Synthesize from benzene. (Hint: All of these...Ch. 19 - Propose mechanisms for the following reactions.Ch. 19 - Prob. 19.47SPCh. 19 - Prob. 19.48SPCh. 19 - Prob. 19.49SPCh. 19 - Show how you can synthesize the following...Ch. 19 - Prob. 19.51SPCh. 19 - The alkaloid coniine has been isolated from...Ch. 19 - A chemist is summoned to an abandoned...Ch. 19 - Pyrrole undergoes electrophilic aromatic...Ch. 19 - Prob. 19.55SPCh. 19 - Prob. 19.56SPCh. 19 - An unknown compound shows a weak molecular ion at...Ch. 19 - A compound of formula C11H16N2 gives the IR,...Ch. 19 - (A true story.) A drug user responded to an ad...Ch. 19 - Prob. 19.60SPCh. 19 - Prob. 19.61SPCh. 19 - Prob. 19.62SPCh. 19 - Prob. 19.63SPCh. 19 - Prob. 19.64SPCh. 19 - Prob. 19.65SP
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning