Why do tosylates conversions only happen as bimolecular reactions?

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Main Question or Discussion Point

When an ROH is converted to an R--OTs, why must this mechanism be either Sn2 or E2?
 

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  • #2
chemisttree
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Can you think of a mechanism where E1 or Sn1 could happen?
 
  • #3
member 392791
That is circular reasoning...

My textbook doesn't present an argument for why it cannot be Sn1 or E1..which forces me just to memorize this rather than understand. Even if it was a tertiary tosylate it would still do an Sn2 reaction??
 

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