Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter B, Problem B.18P
Interpretation Introduction

(a)

Interpretation:

The structure for m-bromotoluene is to be drawn and the alternate IUPAC name is to be written.

Concept introduction:

Trivial names like toluene and anisole have been adopted by the IUPAC system. If these compounds are present in a structure, the root is used as toluene or anisole respectively. The root in such compounds specifies the position of the methyl group as C1 in toluene, and the methoxy group in anisole. Other substituents attached to the benzene ring are indicated by using locator numbers or the prefixes like ortho, meta, and para.

Interpretation Introduction

(b)

Interpretation:

The structure for 2, 5-dinitrotoluene is to be drawn and the alternate IUPAC name is to be written.

Concept introduction:

Trivial names like toluene and anisole have been adopted by the IUPAC system. If these compounds are present in a structure, the root is used as toluene or anisole respectively. The root in such compounds specifies the position of the methyl group as C1 in toluene, and the methoxy group in anisole. Other substituents attached to the benzene ring are indicated by using locator numbers or the prefixes like ortho, meta, and para.

Interpretation Introduction

(c)

Interpretation:

The structure for p-chloroanisole is to be drawn and the alternate IUPAC name is to be written.

Concept introduction:

Trivial names like toluene and anisole have been adopted by the IUPAC system. If these compounds are present in a structure, the root is used as toluene or anisole respectively. The root in such compounds specifies the position of the methyl group as C1 in toluene, and the methoxy group in anisole. Other substituents attached to the benzene ring are indicated by using locator numbers or the prefixes like ortho, meta, and para.

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20.33 Think-Pair-Share (a) Rank the following dienes and dienophiles in order of increasing reactivity in the Diels-Alder reaction. (i) CO₂Et (ii) COEt || CO₂Et MeO MeO (b) Draw the product that results from the most reactive diene and most reactive dienophile shown in part (a). (c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc- curs between the diene and dienophile in part (b). (d) Is the major product formed in part (b) the endo or exo configuration? Explain your reasoning.
20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a tricyclic product. Propose a structural formula for the product. CN heat An intramolecular Diels-Alder adduct
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