Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 9, Problem 36P

(a)

Interpretation Introduction

Interpretation:

Better nucleophile in methanol is to be identified from the given options.

Concept Introduction:

Stronger the base, better is the nucleophile.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

(b)

Interpretation Introduction

Interpretation:

Better leaving group is to be identified.

Concept Introduction:

Weaker the basicity of the group better is the leaving propensity.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

(c)

Interpretation Introduction

Interpretation:

Better leaving group is to be identified.

Concept Introduction:

Weaker the basicity of the group better is the leaving propensity.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

(d)

Interpretation Introduction

Interpretation:

Better leaving group is to be identified.

Concept Introduction:

Weaker the basicity of the group better is the leaving propensity.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

(e)

Interpretation Introduction

Interpretation:

Better leaving group is to be identified.

Concept Introduction:

Weaker the basicity of the group better is the leaving propensity.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

(f)

Interpretation Introduction

Interpretation:

Better leaving group is to be identified.

Concept Introduction:

Weaker the basicity of the group better is the leaving propensity.

If the attacking atoms are different in size and the reaction is carried out in a protic solvent, stronger the bases are poorer nucleophiles as ion-dipole interactions between the ions and the solvent.

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Students have asked these similar questions
a. HO b. NH 33. Which is a better nucleophile? a. H₂O or HO c. H₂S b. NH3 or NH₂ C. CH, CO in a better leaving group. or CH3CH₂O d. -0 or -0
1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂O
Which member of each pair is a better nucleophile in methanol? a. H2O or HO- b. NH3 or H2O c. H2O or H2S  d. I- or Br- e. HO- or HS- f. Cl- or Br-

Chapter 9 Solutions

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