Alkene 14.1 was reacted with Br, as shown in Figure 14. A 1:1 ratio of products 14.2 and 14.3 was expected but the anal- ysis revealed that 14.2 is present in higher concentrations and compound 14.3 is the minor product. Draw the mecha- nism of formation of the major product and explain selectivity of the reaction (preference for 14.2). OH Br Br2 (1 equivalent) water Br OH 14.1 14.2 14.3

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Chapter1: Chemical Foundations
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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 Br, as shown in Figure 14. A 1:1 ratio of products 14.2 and 14.3 was expected but the anal-
ysis revealed that 14.2 is present in higher concentrations and compound 14.3 is the minor product. Draw the mecha-
nism of formation of the major product and explain selectivity of the reaction (preference for 14.2).
ОН
Br
Br2 (1 equivalent)
water
Br
OH
14.1
14.2
14.3
major product
(racemic)
minor product
(racemic)
Figure 14: Mechanism
Transcribed Image Text: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 Br, as shown in Figure 14. A 1:1 ratio of products 14.2 and 14.3 was expected but the anal- ysis revealed that 14.2 is present in higher concentrations and compound 14.3 is the minor product. Draw the mecha- nism of formation of the major product and explain selectivity of the reaction (preference for 14.2). ОН Br Br2 (1 equivalent) water Br OH 14.1 14.2 14.3 major product (racemic) minor product (racemic) Figure 14: Mechanism
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