Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 18, Problem 18.54AP
Interpretation Introduction

(a)

Interpretation:

Among the given compounds, the one which liberates fluoride ion on reaction with an alcoholic KOH is to be stated.

Concept introduction:

Aryl halides undergo substitution reactions only under drastic conditions. They generally are of two types, addition-elimination and elimination-addition reactions. The elimination addition reaction involves a benzyne intermediate. Whereas, in addition-elimination reaction, it involves Meisenheimer complex formation.

Interpretation Introduction

(b)

Interpretation:

Among the given compound, the one which is not prepared from Williamson ether synthesis is to be stated.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

Among the given compounds, the one which gives acidic solution on standing with aqueous ethanol solution is to be stated.

Concept introduction:

Solvolysis reaction is the reaction where the nucleophile is a solvent molecule. It may occur in by SN1, SN2, or elimination reaction. It may involve the formation of a carbocation intermediate. It may also involve nonclassical ion formation.

Interpretation Introduction

(d)

Interpretation:

Among the given compounds, the one which is cleaved rapidly on reaction with HI is to be stated.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Provide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)
(A) Which of the following ethers is the least soluble in water? (B) Which produces ethanol and methyl iodide after treatment with dilute HI?
Give detailed Solution with explanation needed

Chapter 18 Solutions

Organic Chemistry

Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - Prob. 18.14PCh. 18 - Prob. 18.15PCh. 18 - Prob. 18.16PCh. 18 - Prob. 18.17PCh. 18 - Prob. 18.18PCh. 18 - Prob. 18.19PCh. 18 - Prob. 18.20PCh. 18 - Prob. 18.21PCh. 18 - Prob. 18.22PCh. 18 - Prob. 18.23PCh. 18 - Prob. 18.24PCh. 18 - Prob. 18.25PCh. 18 - Prob. 18.26PCh. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Prob. 18.29PCh. 18 - Prob. 18.30PCh. 18 - Prob. 18.31PCh. 18 - Prob. 18.32PCh. 18 - Prob. 18.33PCh. 18 - Prob. 18.34PCh. 18 - Prob. 18.35PCh. 18 - Prob. 18.36PCh. 18 - Prob. 18.37PCh. 18 - Prob. 18.38PCh. 18 - Prob. 18.39PCh. 18 - Prob. 18.40PCh. 18 - Prob. 18.41PCh. 18 - Prob. 18.42PCh. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - Prob. 18.45PCh. 18 - Prob. 18.46APCh. 18 - Prob. 18.47APCh. 18 - Prob. 18.48APCh. 18 - Prob. 18.49APCh. 18 - Prob. 18.50APCh. 18 - Prob. 18.51APCh. 18 - Prob. 18.52APCh. 18 - Prob. 18.53APCh. 18 - Prob. 18.54APCh. 18 - Prob. 18.55APCh. 18 - Prob. 18.56APCh. 18 - Prob. 18.57APCh. 18 - Prob. 18.58APCh. 18 - Prob. 18.59APCh. 18 - Prob. 18.60APCh. 18 - Prob. 18.61APCh. 18 - Prob. 18.62APCh. 18 - Prob. 18.63APCh. 18 - Prob. 18.64APCh. 18 - Prob. 18.65APCh. 18 - Prob. 18.66APCh. 18 - Prob. 18.67APCh. 18 - Prob. 18.68APCh. 18 - Prob. 18.69APCh. 18 - Prob. 18.70APCh. 18 - Prob. 18.71APCh. 18 - Prob. 18.72APCh. 18 - Prob. 18.73APCh. 18 - Prob. 18.74APCh. 18 - Prob. 18.75APCh. 18 - Prob. 18.76APCh. 18 - Prob. 18.77APCh. 18 - Prob. 18.78APCh. 18 - Prob. 18.79APCh. 18 - Prob. 18.80APCh. 18 - Prob. 18.81APCh. 18 - Prob. 18.82APCh. 18 - Prob. 18.83APCh. 18 - Prob. 18.84APCh. 18 - Prob. 18.85APCh. 18 - Prob. 18.86APCh. 18 - Prob. 18.87APCh. 18 - Prob. 18.88APCh. 18 - Prob. 18.89APCh. 18 - Prob. 18.90APCh. 18 - Prob. 18.91APCh. 18 - Prob. 18.92AP
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