reaction or conditions in each pair that you expect will react FASTER for the mechanism provided. THEN, in the product box, give the major organic product of the reaction for the reaction you chose. Solvent dielectric constants: dmso ɛ 49; acetonitrile 36; water 78; Acidity: pKa methanol 16, acetic acid 5. E1 SN2 H3O* Na* CN OR но H20 OR он dmso CI SN1 SN2 Br Na* F OR Br CH3OH OR dmso Br Br E2 CH3-I E2 No* OCH3 Br OR Not OCH3 OR Br Na+ CH3CN (acetonitrile) Br SN2 OR H20 Nat S-CH3

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter25: Enolate & Enol Nucleophiles
Section: Chapter Questions
Problem 11E
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Question
Examine each of the following reactions. Pairs are compared (“OR"). Circle or select the
reaction or conditions in each pair that you expect will react FASTER for the mechanism provided.
THEN, in the product box, give the major organic product of the reaction for the reaction you chose.
Solvent dielectric constants: dmso ɛ 49; acetonitrile 36; water 78;
Acidity: pKa methanol 16, acetic acid 5.
E1
SN2
H3O+
Nat CN-
OR
но
H20
dmso
OR
CI
но
SN1
SN2
Br
Nat F
OR Br
CH3OH
OR
dmso
Br
Br
E2
CH3-I
E2
Not -OCH3
Br
OR
Not -OCH3
OR
-Br
Na+
CH3CN (acetonitrile)
Br
SN2
OR
H20
Nat -S-CH3
Transcribed Image Text:Examine each of the following reactions. Pairs are compared (“OR"). Circle or select the reaction or conditions in each pair that you expect will react FASTER for the mechanism provided. THEN, in the product box, give the major organic product of the reaction for the reaction you chose. Solvent dielectric constants: dmso ɛ 49; acetonitrile 36; water 78; Acidity: pKa methanol 16, acetic acid 5. E1 SN2 H3O+ Nat CN- OR но H20 dmso OR CI но SN1 SN2 Br Nat F OR Br CH3OH OR dmso Br Br E2 CH3-I E2 Not -OCH3 Br OR Not -OCH3 OR -Br Na+ CH3CN (acetonitrile) Br SN2 OR H20 Nat -S-CH3
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