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

Discussion in 'DAT Discussions' started by skim1988, Aug 10, 2011.

  1. skim1988

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

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  3. needzmoar

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    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
     
  4. PooyaH

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    ^ Indeed. Plus in order to do an E2 with a primary halide, you need a strong bulky base.
     
  5. skim1988

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    thanks guys!
     
  6. yappy

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    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...
     
  7. PooyaH

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


     
  8. skim1988

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    yep. the answer was A.
     

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