Organic reactions have competing pathways that lead to side products. Indicate which side products could be produced in the dehydration of cyclohexanol to cyclohexene?.

Respuesta :

Side products produced in the dehydration of cyclohexanol to cyclohexene would be ethers

Alcohols to alkene

  • Alcohols are converted into desired alkene using acid catalysed elimination reaction
  • Alcohols undergo dehydration reaction with conc. Sulphuric acid or conc. Phosphoric acid by undergoing elimination reaction where one mole of alcohol gives one mole of the alkene as the product.

       C6H11OH with conc H2SO4 gives C6H10 + H2O

  • Dehydration of cyclohexanol follows E1 mechanism

What is E1 mechanism?

  • The E1 mechanism, also known as unimolecular elimination, are usually two steps involved – ionization and deprotonation.
  • During ionization there is  formation of carbocation as an intermediate. In deprotonation, a proton is lost by the carbocation.

Dehydration reaction involves 3 steps:

  1. First is the protonation of the alcohol by the acid. In this process, the Hydroxyl-group is converted from a poor leaving group to a much better one by protonation of oxygen to create an oxonium ion
  2. The carbocation intermediate is then formed in  rate-determining step by the loss of a water molecule.
  3. Finally we generate an alkene following the loss of a proton adjacent to carbocation.

Even weakly basic substances such as water, can deprotonate a carbocation to create an alkene.

Learn more about E1 mechanism at https://brainly.com/question/17045412

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