(a) Interpretation: The product of the reaction between phenol ( C 6 H 5 OH ) 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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Answer 1

Question

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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Done 11:14 ⚫ worksheets.beyondlabz.com 5 (a). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 6 5 (b). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 7 6. Are there any differences between the spectra you obtained in Beyond Labz and the predicted spectra? If so, what were the differences? <

2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

Answer 2

Question

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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Answer 3

Question

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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Answer 4

Question

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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Answer 5

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.

Answer 6

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.

Answer 7

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.

Answer 8

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.

Answer 9

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.

Answer 10

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.

Answer 11

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.

Answer 12

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.

Answer 13

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.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 7 - Prob. 7.1P Ch. 7 - Prob. 7.2P Ch. 7 - Prob. 7.3P Ch. 7 - Prob. 7.4P Ch. 7 - Prob. 7.5P Ch. 7 - Prob. 7.6P Ch. 7 - Prob. 7.7P Ch. 7 - Prob. 7.8P Ch. 7 - Prob. 7.9P Ch. 7 - Prob. 7.10P

Solution Summary: The author explains that the product of the reaction between phenol and the given compound is the phenoxide ion.

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Chapter 7 Solutions