Learning Target 14 Criteria for satisfactory score Reactants, reagents, or products of reactions must be valid chemical names or structures. Explanations must be logical and be relevant to the question. Tasks Alkene 14.1 was reacted with HBr as shown in Figure 12. Halide 14.2 was expected to be the main product of the reac- tion but the analysis revealed that 14.2 is present in low concentrations and compound 14.3 is the major product. Draw the mechanism of formation of both products and explain why 14.3 is the major in this reaction. Br H-Br Br 14.1 14.2 14.3 minor product (racemic) major product (racemic) Figure 12: Mechanism

Learning Target 14 Criteria for satisfactory score Reactants, reagents, or products of reactions must be valid chemical names or structures. Explanations must be logical and be relevant to the question. Tasks Alkene 14.1 was reacted with HBr as shown in Figure 12. Halide 14.2 was expected to be the main product of the reac- tion but the analysis revealed that 14.2 is present in low concentrations and compound 14.3 is the major product. Draw the mechanism of formation of both products and explain why 14.3 is the major in this reaction. Br H-Br Br 14.1 14.2 14.3 minor product (racemic) major product (racemic) Figure 12: Mechanism

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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Which of the following is true of the mechanism of the addition of HBr to an alkene? Select one: A. HBr bonds to C=C in a concerted, SYN addition process. B. The first step is the slow attachment of H+ to the C=C group to form a carbocation. C. The mechanism is a step-wise ANTI addition of H-Br to the C=C group. D. H+ bonds to the C=C group in a first, fast step, followed by the slow attachment of a Cl- nucleophile.