Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 19, Problem 19.50AP
Interpretation Introduction

(a)

Interpretation:

The complete series of reactions by giving the major organic product is to be stated.

Concept introduction:

The chemical reaction in which the carbonyl functional group is converted to an alkane is known as Wolff-Kishner reduction. This reaction takes place in the presence of NH2NH2 and a strong base like sodium hydroxide followed by the heating.

Interpretation Introduction

(b)

Interpretation:

The way by which the major organic product, 1ethyl4methoxybenzene is prepared from hydroquinone monomethyl ether or pmethoxyphenol is to be stated.

Concept introduction:

The chemical reaction in which an unsaturated halide or triflate reacts with an alkene in the presence of a base like pyridine and a palladium catalyst is known as Heck reaction. The product of the Heck reaction is a substituted alkene.

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Explain the following behaviours :(i) Alcohols are more soluble in water than the hydrocarbons of comparable molecular masses.(ii) Ortho-nitrophenol is more acidic than ortho-methoxyphenol.
Answer ALL parts of this question. (a) Compound Z is a tertiary aromatic amine with the formula, C8H11N. Provide a chemical structure for compound Z. (b) Provide a reaction scheme for the preparation of nitrous acid. (c) Draw the structure of the product formed exclusively when nitrous acid reacts with Z. (d) Give a curly arrow mechanism for the preparation of the yellow azo-dye from the reaction of Z with benzenediazonium chloride.
(a) Account for the following :(i) Propanal is more reactive than propanone towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give characteristic reactions of carbonyl group.(b) Give simple chemical test to distinguish between the following pairs of compounds:(i) Acetophenone and benzaldehyde(ii) Benzoic acid and ethylbenzoate.

Chapter 19 Solutions

Organic Chemistry Study Guide and Solutions

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