contestada

Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The first step is the protonation of the alcohol oxygen to form an oxonium ion. Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction.

Respuesta :

Answer:

Mayor product: 2-methylbut-2-ene

Minor products: 3-methylbut-1-ene and 2-methylbut-1-ene

Explanation:

In this molecule we can have a hydride shift after the carbocation formation. When we have the carbocation in the terciary carbocation we can obtain the most subtitued alkene (2-methylbut-2-ene).

For the minor ones, we have two options. In the first one, the double bond is formed prior to the hydride shift and the double bond is formed between carbon one and the carbon two (the carbon where was placed the OH).

The second option is the formation of the double bond between the tertiary carbocation (after the hydride shift) and one of the methyl groups.

Ver imagen jescaherga