ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 7, Problem 42P

(a)

Interpretation Introduction

Interpretation: The two main products of the indicated reaction should be drawn.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 42P

Concept introduction:Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two-step unimolecuar elimination, abbreviated as E2 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

(b)

Interpretation Introduction

Interpretation: The mechanism I should be identified.

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two-step unimolecuar elimination, abbreviated as E2 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

(c)

Interpretation Introduction

Interpretation: The mechanism II should be identified.

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two-step unimolecuar elimination, abbreviated as E2 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

(d)

Interpretation Introduction

Interpretation: The approximate molar concentration of sodium methoxide that would cause the two mechanisms to proceed at same rate mechanism should be identified.

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two-step unimolecuar elimination, abbreviated as E2 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

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