Why doesn't iodoethane react via Sn2 with NaI in acetone? It is a good leaving group and it is on a primary carbon. I know it is able to react Sn1 quickly.
Why doesn't iodoethane react via Sn2 with NaI in acetone? It is a good leaving group and it is on a primary carbon. I know it is able to react Sn1 quickly.
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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Why doesn't iodoethane react via Sn2 with NaI in acetone? It is a good leaving group and it is on a primary carbon. I know it is able to react Sn1 quickly.
Expert Solution
Step 1 Condition When SN2 favor over SN1
1 .Nature Of Solvent
| Solvent | SN1 | SN2 |
| Polar Aprotic Solvent (Acetone) | SN2 will favor | |
| Polar Protic Solvent (Methanol) | SN1 will favor (Stabilization of carbocation) |
A polar protic solvent can stabilize the carbocation, so favoured SN1
while a polar aprotic solvent favor SN2
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