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Draw the product of an SN2 reaction shown below. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. NaSCH3. THF < Br I

Draw the product of an SN2 reaction shown below. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. NaSCH3. THF < Br I

Chemistry
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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**SN2 Reaction Example** **Question 23 of 40** **Instructions:** Draw the product of an SN2 reaction shown below. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. **Diagram:** - The starting material is a brominated alkane with a chain structure: - There is a bromine (Br) atom attached to a carbon atom in the chain. - The reagent used is sodium methanethiolate (NaSCH₃) in a tetrahydrofuran (THF) solvent. **Explanation:** In an SN2 reaction, the nucleophile (in this case, SCH₃⁻) attacks the electrophilic carbon from the opposite side of the leaving group (Br), resulting in the inversion of stereochemistry. The product will have the SCH₃ group replacing the Br with inverted stereochemistry using wedge (coming out of the plane) and dash (going into the plane) bonds, as appropriate for indicating the new stereochemical configuration.
Transcribed Image Text:**SN2 Reaction Example** **Question 23 of 40** **Instructions:** Draw the product of an SN2 reaction shown below. Use wedge and dash bonds to indicate stereochemistry where appropriate. Ignore inorganic byproducts. **Diagram:** - The starting material is a brominated alkane with a chain structure: - There is a bromine (Br) atom attached to a carbon atom in the chain. - The reagent used is sodium methanethiolate (NaSCH₃) in a tetrahydrofuran (THF) solvent. **Explanation:** In an SN2 reaction, the nucleophile (in this case, SCH₃⁻) attacks the electrophilic carbon from the opposite side of the leaving group (Br), resulting in the inversion of stereochemistry. The product will have the SCH₃ group replacing the Br with inverted stereochemistry using wedge (coming out of the plane) and dash (going into the plane) bonds, as appropriate for indicating the new stereochemical configuration.
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