ORGANIC CHEM BUNDLE >BI<
ORGANIC CHEM BUNDLE >BI<
10th Edition
ISBN: 9781260719567
Author: Carey
Publisher: MCG
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Chapter 13, Problem 34P
Interpretation Introduction

Interpretation:

The structures of the acetylation products of o-, m-, and p-xylene are to be written.

Concept introduction:

In Friedel-Crafts acylation, acyl halides react with aromatic compounds in the presence of a Lewis acid as a catalyst for the addition of acetyl group to the aromatic ring.

In Friedel-Crafts acylation reaction, the addition of electrophile into the aromatic pi system of the ring takes place via electrophilic aromatic substitution.

All the activating substituents have ortho, para directing effect and deactivating substituents have meta directing effect on the substituted benzene ring.

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Two isomers, A and B, of molecular formula C5H8 undergo catalytic hydrogenation with hydrogen gas and palladium on carbon to form the same C5H10 product. On ozonolysis followed by treatment with hydrogen peroxide (H2O2), isomer A gave a product of molecular formula C5H8O4 that has two carboxylic acid groups in it whereas isomer B gave a product of molecular formula C5H8O3 that contains a carboxylic acid group and a ketone group. Which of the following isomeric pairs best match this data?
Two isomers, A and B, of molecular formula C5H8 undergo catalytic hydrogenation with hydrogen gas and palladium on carbon to form the same C5H10 product. On ozonolysis followed by treatment with hydrogen peroxide (H2O2), isomer A gave a product of molecular formula C5H8O4 that has two carboxylic acid groups in it whereas isomer B gave a product of molecular formula C5H8O3 that contains a carboxylic acid group and a ketone group. What is the isometric pair of A and B that corresponds?
we know that ethers, such as diethyl ether and tetrahydrofuran, are quite resistant to the action of dilute acids and require hot concentrated HI or HBr for cleavage. However, acetals in which two ether groups are linked to the same carbon undergo hydrolysis readily, even in dilute aqueous acid. How do you account for this marked difference in chemical reactivity toward dilute aqueous acid between ethers and acetals?

Chapter 13 Solutions

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