Why do tosylates conversions only happen as bimolecular reactions?

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SUMMARY

The discussion centers on the conversion of alcohols (ROH) to tosylates (R--OTs) and the necessity for these reactions to occur via bimolecular mechanisms, specifically SN2 or E2. Participants argue that mechanisms such as E1 or SN1 are not applicable due to the nature of the tosylate formation, which requires a strong nucleophile for effective substitution. The consensus is that even tertiary tosylates favor SN2 reactions, contradicting the typical behavior expected from tertiary substrates in SN1 reactions.

PREREQUISITES
  • Understanding of SN2 and E2 reaction mechanisms
  • Familiarity with tosylate formation and its role in organic synthesis
  • Knowledge of nucleophiles and their reactivity
  • Basic principles of reaction kinetics and mechanisms
NEXT STEPS
  • Study the mechanisms of SN2 and E2 reactions in detail
  • Research the role of tosylates in organic synthesis
  • Explore the differences between SN1 and SN2 mechanisms
  • Investigate the effects of substrate structure on reaction pathways
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Chemistry students, organic chemists, and educators seeking to deepen their understanding of reaction mechanisms involving tosylates and bimolecular reactions.

member 392791
When an ROH is converted to an R--OTs, why must this mechanism be either Sn2 or E2?
 
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Can you think of a mechanism where E1 or Sn1 could happen?
 
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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