EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
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Chapter 6.8, Problem 15P

(a)

Interpretation Introduction

INTREPRETATION:

The product formed for the reaction between fumarate and H2O in presence of catalyst H2SO4 has to be determined.

CONCEPT INTRODUCTION:

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.

The curved arrows are generally used to indicate the flow of electrons present in the reaction.

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.

Oxidizing Reagents: The chemical agents used to add oxygen or remove hydrogen which finally reduced on oxidizing the other compound.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 6.8, Problem 15P , additional homework tip  1

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.

(b)

Interpretation Introduction

INTREPRETATION:

The product formed for the reaction between maleate and H2O in presence of catalyst H2SO4 has to be determined.

CONCEPT INTRODUCTION:

Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.

Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.

Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.

Chemical reaction involves bond making and breaking of two or more reactants in order to attain products from the reactants.

The curved arrows are generally used to indicate the flow of electrons present in the reaction.

Addition Reaction: It is defined as chemical reaction in which two given molecules combines and forms product. The types of addition reactions are electrophilic addition, nucleophilic addition, free radical additions and cycloadditions. Generally, compounds with carbon-hetero atom bonds favors addition reaction.

In addition reaction of alkenes when two substituents are placed on same side of C=C then it is named as syn addition if it is placed on opposite sides of C=C it is defined as anti-addition.

Oxidation Reaction: It involves loss of electrons, addition of oxygen atoms or removal of hydrogen atoms.

Oxidizing Reagents: The chemical agents used to add oxygen or remove hydrogen which finally reduced on oxidizing the other compound.

Carbocation: it is carbon ion that bears a positive charge on it.

Carbocation stability order:

EP ESSENTIAL ORG.CHEM.-MOD.MASTERING   , Chapter 6.8, Problem 15P , additional homework tip  2

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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Give the structure(s) of the product(s) the reaction below, and be sure to indicate any relative stereochemistry (you can assume that each of the Diels-Alder reactions will proceed with endo selectivity). Draw out relevant enantiomer(s) if they are expected to form. If no reaction is expected to occur under the indicated conditions, then write "no reaction" or NR, and explain why you would expect nothing to occur. If more than one product is formed, please indicate which one will be the major product or if they will be formed in equal amounts. In all cases, equimolar amounts of both components/reagents are present unless indicated otherwise   I'm struggling to see how this reaction will go! I am wondering if it will cycle on itself but I'm not sure how I drew out a decagon but I'm a bit lost
Give the structure(s) of the product(s) for the reactions below, and be sure to indicate any relative stereochemistry (you can assume that each of the Diels-Alder reactions will proceed with endo selectivity). Draw out relevant enantiomer(s) if they are expected to form. If no reaction is expected to occur under the indicated conditions, then write "no reaction" or NR, and explain why you would expect nothing to occur. If more than one product is formed, please indicate which one will be the major product or if they will be formed in equal amounts. In all cases, equimolar amounts of both components/reagents are present unless indicated otherwise .

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