Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 7.4, Problem 2LTS
Interpretation Introduction

Interpretation:

The SN2 product for the given reaction under given conditions should be determined.

Concept Introduction

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.

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.

Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.

Nucleophile: donates pair of electrons to positively charged substrate resulting in the formation of chemical bond.

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Systematic Name: It is a standardized name given for a chemical compound in systematic manner. Any organic molecule can be named by using IUPAC (International Union for Pure and applied chemistry) rules. IUPAC name consists of three parts in major namely Prefix suffix and root word.

Prefix represents the substituent present in the molecule. It can be any alkyl group and carboxy, amino, cyano etc…

Suffix represents the substituent present in the molecule. It can be any alkene, alkyne, alcohol, carboxylic acid, alcohol etc

Root word represents the longest continuous carbon skeleton present in the organic molecule.

When a molecule consists of cyclic structure, the root word of the molecule is prefixed with cyclo.

Common Name: It is quiet opposite to systematic name which is used for branched groups.

Chirality: It refers to a Carbon atom in a molecule that contains four different substituents.

Enantiomers: they are chiral molecules whose mirror images are not superimposable.

R and S nomenclature: it is used to assign the molecule using CIP rules.

The CIP rules are as follows:

Select the chiral carbon and assign the numbers according to the decreasing atomic mass of atoms attached to it.

If the numbering follows clockwise direction then the molecule is termed as R and if it follows anti-clockwise direction then molecule is termed as S.

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Chapter 7 Solutions

Organic Chemistry

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