Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 9, Problem 9.47P

(a)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  1

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

(b)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  2

Concept Introduction:

Addition reaction:

Addition of atom or group in carbon–carbon double bond is known as addition reaction.

Markovnikov Rule:

The product of addition reaction is predicted by Markovnikov rule, it state that the negative part of HX is added in the less substituted carbon of alkene.

(c)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  3

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

Addition reaction:

Addition of atom or group in carbon–carbon double bond is known as addition reaction.

Markovnikov Rule:

The product of addition reaction is predicted by Markovnikov rule, it state that the negative part of HX is added in the less substituted carbon of alkene.

(d)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  4

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

Addition reaction:

Addition of atom or group in carbon–carbon double bond is known as addition reaction.

Markovnikov Rule:

The product of addition reaction is predicted by Markovnikov rule, it state that the negative part of HX is added in the less substituted carbon of alkene.

(e)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  5

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

Addition reaction:

Addition of atom or group in carbon–carbon double bond is known as addition reaction.

Markovnikov Rule:

The product of addition reaction is predicted by Markovnikov rule, it state that the negative part of HX is added in the less substituted carbon of alkene.

(f)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  6

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

Addition reaction:

Addition of atom or group in carbon–carbon double bond is known as addition reaction.

Markovnikov Rule:

The product of addition reaction is predicted by Markovnikov rule, it state that the negative part of HX is added in the less substituted carbon of alkene.

(g)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  7

Concept Introduction:

(h)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  8

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

(i)

Interpretation Introduction

Interpretation:

The conversion of given starting material into the desired product has to be shown.

Organic Chemistry, Chapter 9, Problem 9.47P , additional homework tip  9

Concept Introduction:

Elimination:

An atom or group are removed from saturated compound to give unsaturated alkene is known as elimination reaction.

In elimination, the removal of halogen ion forms a carbocation followed by removal of hydrogen ion forms an alkene is known as E1 reaction.

The abstraction of proton and removal of leaving group takes simultaneously means it is E2 reaction because the rate of reaction depends on both base and substrate.

E1 elimination fallows Zaitsev rule (more substituted alkene is formed).

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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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