Learning Target 12 Criteria for satisfactory score Reactants, reagents, or products of reactions must be valid chemical names or structures. Explanations must correctly explain the observation. Explanations must be logical. Tasks When compound 12.1 is treated with sodium methoxide, product A forms. When compound 12.2 is reacted under the same conditions, product B forms instead. 1. Define TsO¯ and explain it is a good leaving group for nucleophilic substitution and elimination reactions. 2. Predict the structures of compound A and B using conformational analysis of chair conformations and explain the divergent reactivity of the two isomeric tosylates. OTs OTs NaOH NaOH i-Pr. i-Pr,. A В heat heat 12.1 12.2 Figure 11: Elimination in cyclohexanes

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Learning Target 12
Criteria for satisfactory score
Reactants, reagents, or products of reactions must be valid chemical names or structures. Explanations must correctly
explain the observation. Explanations must be logical.
Tasks
When compound 12.1 is treated with sodium methoxide, product A forms. When compound 12.2 is reacted under the
same conditions, product B forms instead.
1. Define TsO and explain it is a good leaving group for nucleophilic substitution and elimination reactions.
2. Predict the structures of compound A and B using conformational analysis of chair conformations and explain the
divergent reactivity of the two isomeric tosylates.
OTs
OTs
i-Pr.
NaOH
i-Pr.
NaOH
A
heat
heat
12.1
12.2
Figure 11: Elimination in cyclohexanes
Transcribed Image Text:Learning Target 12 Criteria for satisfactory score Reactants, reagents, or products of reactions must be valid chemical names or structures. Explanations must correctly explain the observation. Explanations must be logical. Tasks When compound 12.1 is treated with sodium methoxide, product A forms. When compound 12.2 is reacted under the same conditions, product B forms instead. 1. Define TsO and explain it is a good leaving group for nucleophilic substitution and elimination reactions. 2. Predict the structures of compound A and B using conformational analysis of chair conformations and explain the divergent reactivity of the two isomeric tosylates. OTs OTs i-Pr. NaOH i-Pr. NaOH A heat heat 12.1 12.2 Figure 11: Elimination in cyclohexanes
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