Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 19, Problem 19.59AP
Interpretation Introduction

Interpretation:

The compounds A, B, and C from the given reaction observations are to be stated.

Concept introduction:

In organic chemistry, the carbonyl compound is a class of functional group which contains a C=O group. They are of two types, aldehyde CHO and ketone RC=OR. They are the oxidized product of alcohol. Aldehyde gives positive Silver mirror test whereas ketone does not give positive Silver mirror test.

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4. Compound A has the formula C 8H 8.  It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid, B (C 7H 6O 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst.  On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C 8H 16) is produced.  What are the structures of A, B, and C.
Nitromethane is reacted with ethyl prop-2-enoate with EtO-Na+, EtOH 3 equivalents to give the product X(C16). X then reacts with H2/Raney Ni to give the product Y(C14), which in turn reacts with Na to give Z (C12). Indicate which products X, Y and Z are.
5. Compound A, C 10H 18O, undergoes reaction with dilute H 2SO 4 at 50 °C to yield a mixture of two alkenes, C 10H 16.  The major alkene B, gives only cyclopentanone after ozone treatment followed by reduction with zinc in acetic acid.  Which of the following reactions are correct.

Chapter 19 Solutions

Organic Chemistry

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