ORGANIC CHEMISTRY-PRINT COMPANION (LL)
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
3rd Edition
ISBN: 9781119444251
Author: Klein
Publisher: WILEY
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Chapter 11, Problem 42CP
Interpretation Introduction

Interpretation:

A synthesis method of methyl 4-methylpentanoate from 2-methylbutane has to be proposed.

Concept Introduction:

Ozonolysis:  It involves breaking of alkene double bond and addition of oxygen atoms to form carbonyl compounds.

ORGANIC CHEMISTRY-PRINT COMPANION (LL), Chapter 11, Problem 42CP , additional homework tip  1

SN2 Reaction:  It is a nucleophilic substitution reaction in which the rate determining step depends on both of the molecules involved. The bond making and the bond breaking process happens simultaneously in this reaction.  A general SN2 reaction mechanism is given as,

ORGANIC CHEMISTRY-PRINT COMPANION (LL), Chapter 11, Problem 42CP , additional homework tip  2

Structure of the substrate plays major role in the reactivity of SN2 reaction. If the substrate is more substituted then the rate of the reaction will becomes slower. Since the mechanism of SN2 reaction proceeds through backside attack on the substrate, it depends on steric factor that if more groups attached near the leaving group the reactivity becomes slower. The SN2 reactivity increases in molecule with better leaving group.

Hydro-halogenation: Hydrogen and halogen added across the double bond of the alkene in Markovnikov’s path is called hydro halogenation. This addition reaction proceeds via anti-Markovnikov’s path in presence of peroxides.

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