E2/Sn2 mechanism question

[ay00]

Quick dumb question: Why is the major product E2 and not SN2? MeO- is a strong base & nucleophile, it's attached to a 2nd degree carbon, and the carbon next to it with the attached methyl group doesn't cause steric hindrance..

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[Dox4lyfe]

For sn2, it would have to attack from the top since the LG is down. The beta methyl does cause slight hindrance since it is also pointed up. The hindrance along with the fact that it's a secondary carbon already points away from sn2. The nuc is a strong base, so it's more likely to go e2.

You're lucky I answered. This isn't for hw answers.

 

[Ismet]

SDN is not for homework help. Please seek assistance from your school. Closing thread.