TUTORIALS ON MECHANISMS NUCLEOPHILIC SUBSTITUTIONS Exercice 1 Determine for each of the following molecules the factors favorable to one or the other type of nucleophilic substitution. Justify H₂CO oto Br .CH₂CI O₂N CH₂CH₂Br CH₂CI CH₂CH3 HC OH Ph Exercice 2 When 2-bromo-2-methylpropane is dissolved in aqueous ethanol at 25 ° C, a mixture of products is obtained. For each of the products, explain their mechanism of formation. Exercice 3 This alcohol, in R configuration, is treated by an aqueous solution of HCl. An inactive mixture of compounds of molecular formula C9H₁1Cl is obtained. Write the mechanism of the reaction CH₂Br COOEt H₂C=CH-CH₂Br Exercice 4 1) Hydrolysis of (1R, 2R) 1-bromo-1,2-dimethylcyclopentane gives alcohols. Specify the stereochemistry of these alcohols. Are they optically active separately? Is their mixture globally active? COOEt 2) If we study the same reaction with (1R, 2R) 1-bromo-2-dimethylcyclopentane, what products would be obtained? Exercice 5 What is the product of the reaction below? justify your answer by writing the mechanism EtONa

TUTORIALS ON MECHANISMS NUCLEOPHILIC SUBSTITUTIONS Exercice 1 Determine for each of the following molecules the factors favorable to one or the other type of nucleophilic substitution. Justify H₂CO oto Br .CH₂CI O₂N CH₂CH₂Br CH₂CI CH₂CH3 HC OH Ph Exercice 2 When 2-bromo-2-methylpropane is dissolved in aqueous ethanol at 25 ° C, a mixture of products is obtained. For each of the products, explain their mechanism of formation. Exercice 3 This alcohol, in R configuration, is treated by an aqueous solution of HCl. An inactive mixture of compounds of molecular formula C9H₁1Cl is obtained. Write the mechanism of the reaction CH₂Br COOEt H₂C=CH-CH₂Br Exercice 4 1) Hydrolysis of (1R, 2R) 1-bromo-1,2-dimethylcyclopentane gives alcohols. Specify the stereochemistry of these alcohols. Are they optically active separately? Is their mixture globally active? COOEt 2) If we study the same reaction with (1R, 2R) 1-bromo-2-dimethylcyclopentane, what products would be obtained? Exercice 5 What is the product of the reaction below? justify your answer by writing the mechanism EtONa

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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