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
Question
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Chapter 7, Problem 7.22P
Interpretation Introduction

(a)

Interpretation:

The product of the reaction between phenol (C6H5OH) and the given compound is to be predicted.

Concept introduction:

In organometallic compounds, the metal-carbon bond is ionic. In most cases, the metal ion behaves as a spectator ion, and therefore, the organic part of the compound can be treated as a base or as an anionic nucleophile.

Whether the anion behaves as a base or a nucleophile depends on the whether the substrate contains an acidic proton or an easily approachable electron-poor carbon atom. The size of the anionic species is also a factor.

Interpretation Introduction

(b)

Interpretation:

The product of the reaction between phenol (C6H5OH) and the given compound is to be predicted.

Concept introduction:

In organometallic compounds, the metal-carbon bond is ionic. In most cases, the metal ion behaves as a spectator ion, and therefore, the organic part of the compound can be treated as a base or as an anionic nucleophile.

Whether the anion behaves as a base or a nucleophile depends on the whether the substrate contains an acidic proton or an easily approachable electron-poor carbon atom. The size of the anionic species is also a factor.

Interpretation Introduction

(c)

Interpretation:

The product of the reaction between phenol (C6H5OH) and the given compound is to be predicted.

Concept introduction:

In organometallic compounds, the metal-carbon bond is ionic. In most cases, the metal ion behaves as a spectator ion, and therefore, the organic part of the compound can be treated as a base or as an anionic nucleophile.

Whether the anion behaves as a base or a nucleophile depends on the whether the substrate contains an acidic proton or an easily approachable electron-poor carbon atom. The size of the anionic species is also a factor.

Interpretation Introduction

(d)

Interpretation:

The product of the reaction between phenol (C6H5OH) and the given compound is to be predicted.

Concept introduction:

In organometallic compounds, the metal-carbon bond is ionic. In most cases, the metal ion behaves as a spectator ion, and therefore, the organic part of the compound can be treated as a base or as an anionic nucleophile.

Whether the anion behaves as a base or a nucleophile depends on the whether the substrate contains an acidic proton or an easily approachable electron-poor carbon atom. The size of the anionic species is also a factor.

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Your answer is incorrect. Predict the relative rates of these reactions. That is, select 1 next to the reaction with the fastest rate, 2 next to the reaction with the next fastest rate, and so on. Note for advanced students: you may assume these reactions all take place in a polar aprotic solvent, like DMSO. Incorrect Your answer is incorrect. Predict the relative rates of these reactions. That is, select I next to the reaction with the fastest rate, 2 next to the reaction with the next fastest rate, and so on. Note for advanced students: you may assume these reactions all take place in a polar aprotic solvent, like DMSO. Reaction Relative Rate G + H₂O - OH₂ 2 Br + H₂S - + Br 3 + H₂S SHI + ci I (fastest) Br + H₂O OM₂ + Br 4 (slowest)
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Chapter 7 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

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