Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
Question
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Chapter 9, Problem 9.23P

(a)

Interpretation Introduction

Interpretation:

The mechanism of given reaction has to be described.

Concept Introduction:

SN1 reaction: The displacement of atom or group by nucleophilic is known as nucleophilic substitution.

The rate of the reaction is depends on a single reactant in reaction is known as SN1 unimolecular nucleophilic substitution.

The first step of SN1 is formation of more stable carbocation then addition of nucleophile is the second step.

Frist step is the slow step also rate determining step so the rate of the reaction is depends on the concentration of substrate only.

  Rate= k[alkylhalide]

Nucleophile attacks the both front and back side of carbocation in SN1 reaction therefore result of this racemic product where formed.

Order of the substrate that favored in SN1 reaction is 3°>2°>1° .

Poor nucleophiles are favored the SN1 reaction.

Polar aprotic or good ionizing solvent are favored the SN1 reaction.

Good leaving group is favored the SN1 reaction.

(b)

Interpretation Introduction

Interpretation:

The mechanism of given reaction has to be described.

Concept Introduction:

SN1 reaction: The displacement of atom or group by nucleophilic is known as nucleophilic substitution.

The rate of the reaction is depends on a single reactant in reaction is known as SN1 unimolecular nucleophilic substitution.

The first step of SN1 is formation of more stable carbocation then addition of nucleophile is the second step.

Frist step is the slow step also rate determining step so the rate of the reaction is depends on the concentration of substrate only.

  Rate= k[alkylhalide]

Nucleophile attacks the both front and back side of carbocation in SN1 reaction therefore result of this racemic product where formed.

Order of the substrate that favored in SN1 reaction is 3°>2°>1° .

Poor nucleophiles are favored the SN1 reaction.

Polar aprotic or good ionizing solvent are favored the SN1 reaction.

Good leaving group is favored the SN1 reaction.

(c)

Interpretation Introduction

Interpretation:

The mechanism of given reaction has to be described.

Concept Introduction:

SN1 reaction: The displacement of atom or group by nucleophilic is known as nucleophilic substitution.

The rate of the reaction is depends on a single reactant in reaction is known as SN1 unimolecular nucleophilic substitution.

The first step of SN1 is formation of more stable carbocation then addition of nucleophile is the second step.

Frist step is the slow step also rate determining step so the rate of the reaction is depends on the concentration of substrate only.

  Rate= k[alkylhalide]

Nucleophile attacks the both front and back side of carbocation in SN1 reaction therefore result of this racemic product where formed.

Order of the substrate that favored in SN1 reaction is 3°>2°>1° .

Poor nucleophiles are favored the SN1 reaction.

Polar aprotic or good ionizing solvent are favored the SN1 reaction.

Good leaving group is favored the SN1 reaction.

(d)

Interpretation Introduction

Interpretation:

The mechanism of given reaction has to be described.

Concept Introduction:

SN1 reaction: The displacement of atom or group by nucleophilic is known as nucleophilic substitution.

The rate of the reaction is depends on a single reactant in reaction is known as SN1 unimolecular nucleophilic substitution.

The first step of SN1 is formation of more stable carbocation then addition of nucleophile is the second step.

Frist step is the slow step also rate determining step so the rate of the reaction is depends on the concentration of substrate only.

  Rate= k[alkylhalide]

Nucleophile attacks the both front and back side of carbocation in SN1 reaction therefore result of this racemic product where formed.

Order of the substrate that favored in SN1 reaction is 3°>2°>1° .

Poor nucleophiles are favored the SN1 reaction.

Polar aprotic or good ionizing solvent are favored the SN1 reaction.

Good leaving group is favored the SN1 reaction.

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Chapter 9 Solutions

Organic Chemistry

Ch. 9.9 - Prob. CQCh. 9.9 - Prob. DQCh. 9.10 - Prob. 9.9PCh. 9 - Prob. 9.10PCh. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Prob. 9.15PCh. 9 - Treatment of 1-aminoadamantane, C10H17N, with...Ch. 9 - Prob. 9.17PCh. 9 - Prob. 9.18PCh. 9 - Prob. 9.19PCh. 9 - Prob. 9.20PCh. 9 - Attempts to prepare optically active iodides by...Ch. 9 - Draw a structural formula for the product of each...Ch. 9 - Prob. 9.23PCh. 9 - Alkenyl halides such as vinyl bromide, CH2=CHBr,...Ch. 9 - Prob. 9.25PCh. 9 - Prob. 9.26PCh. 9 - Prob. 9.27PCh. 9 - Show how you might synthesize the following...Ch. 9 - Prob. 9.29PCh. 9 - 1-Chloro-2-butene undergoes hydrolysis in warm...Ch. 9 - Prob. 9.31PCh. 9 - Prob. 9.32PCh. 9 - Solvolysis of the following bicyclic compound in...Ch. 9 - Which compound in each set undergoes more rapid...Ch. 9 - Prob. 9.35PCh. 9 - Prob. 9.36PCh. 9 - Draw structural formulas for the alkene(s) formed...Ch. 9 - Prob. 9.38PCh. 9 - Following are diastereomers (A) and (B) of...Ch. 9 - Prob. 9.40PCh. 9 - Elimination of HBr from 2-bromonorbornane gives...Ch. 9 - Which isomer of 1-bromo-3-isopropylcyclohexane...Ch. 9 - Prob. 9.43PCh. 9 - Prob. 9.44PCh. 9 - Draw a structural formula for the major organic...Ch. 9 - When cis-4-chlorocyclohexanol is treated with...Ch. 9 - Prob. 9.47PCh. 9 - The Williamson ether synthesis involves treatment...Ch. 9 - The following ethers can, in principle, be...Ch. 9 - Prob. 9.50PCh. 9 - Prob. 9.51PCh. 9 - Prob. 9.52PCh. 9 - Prob. 9.53PCh. 9 - Prob. 9.54PCh. 9 - Write the products of the following sequences of...Ch. 9 - Using your reaction roadmap as a guide, show how...Ch. 9 - Using your reaction roadmap as a guide, show how...Ch. 9 - Using your reaction roadmap as a guide, show how...Ch. 9 - Prob. 9.59PCh. 9 - Another important pattern in organic synthesis is...Ch. 9 - Using your reaction roadmap as a guide, show how...Ch. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - Prob. 9.64P
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