Predicting SN2 vs E2 Selectivity For each set of conditions, circle the favored reaction and draw the major product. If the product has stereocenter(s), include stereochemistry, drawing the major configurational isomer formed. Assume the reactions are irreversible. Make sure the correct atoms of substituents are attached to the rest of the molecule. E.g., for NaCN, which atom of CN is nucleophilic? It might be helpful to number carbons. (a) Favored reaction (circle one): SN2 or E2 H3C I H3C NaOCH3 tBu 23 °C (b) Favored reaction (circle one): SN2 or E2 H3C. CH3 Br NaSCH3 23 °C

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 52CTQ
Question
Predicting SN2 vs E2 Selectivity
For each set of conditions, circle the favored reaction and draw the major product. If the
product has stereocenter(s), include stereochemistry, drawing the major configurational
isomer formed. Assume the reactions are irreversible. Make sure the correct atoms of
substituents are attached to the rest of the molecule. E.g., for NaCN, which atom of CN is
nucleophilic? It might be helpful to number carbons.
(a) Favored reaction (circle one): SN2 or E2
H3C I
H3C
NaOCH3
tBu
23 °C
(b) Favored reaction (circle one): SN2 or E2
H3C.
CH3
Br
NaSCH3
23 °C
Transcribed Image Text:Predicting SN2 vs E2 Selectivity For each set of conditions, circle the favored reaction and draw the major product. If the product has stereocenter(s), include stereochemistry, drawing the major configurational isomer formed. Assume the reactions are irreversible. Make sure the correct atoms of substituents are attached to the rest of the molecule. E.g., for NaCN, which atom of CN is nucleophilic? It might be helpful to number carbons. (a) Favored reaction (circle one): SN2 or E2 H3C I H3C NaOCH3 tBu 23 °C (b) Favored reaction (circle one): SN2 or E2 H3C. CH3 Br NaSCH3 23 °C
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