how do you determine whether it's an E2 rxn or Williamson ether synthesis?

[skim1988]

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How do we know when to do E2 or SN2 (Williamson ether synthesis)?

 

[needzmoar]

How do we know when to do E2 or SN2 (Williamson ether synthesis)?

When I was taking the class I would just remember that SN2 is the only one prefers Methyl>primary>secondary. Everything else prefers 3>2>1

quick n' dirty

 

[PooyaH]

^ Indeed. Plus in order to do an E2 with a primary halide, you need a strong bulky base.

 

[skim1988]

thanks guys!

 

[yappy]

So was the answer A? You have a Primary substrate, a strong nucleophile and a decent leaving group. I would suspect this to be SN2...

What was the answer?

To get B: I would think you would need Tertbutoxide or something...

 

[PooyaH]

This is a Williamson Ether Synthesis. So the answer would be A, which is an ether.

So was the answer A? You have a Primary substrate, a strong nucleophile and a decent leaving group. I would suspect this to be SN2...

What was the answer?

To get B: I would think you would need Tertbutoxide or something...

 

[skim1988]

yep. the answer was A.