Unimolecular deletions (E1) compete with unimolecular nucleophilic substitution (SN1), forming alkenes.
![unimolecular-elimination eliminacion-unimolecular](/images/stories/organica-i/reacciones-eliminacion/e1/eliminacion-unimolecular-01.png)
The nucleophilic behavior of water generates the substitution product (S N 1), while the basic character gives rise to the elimination product (E1).
The mechanism of the E1 reaction occurs with the following steps:
Stage 1. Ionization of the substrate
![unimolecular-elimination eliminacion-unimolecular](/images/stories/organica-i/reacciones-eliminacion/e1/eliminacion-unimolecular-02.png)
Stage 2. The water acts as a base, removing the proton from the carbon next to the positive one (beta carbon), to form the alkene.
![unimolecular-elimination eliminacion-unimolecular](/images/stories/organica-i/reacciones-eliminacion/e1/eliminacion-unimolecular-03.png)
If water acts as a nucleophile, it gives rise to products of the SN1 type. The low basicity of water means that the substitution product is in the majority.