Answer
The expected solvolysis products are: 2-methylbut-2-ene, 3-methylbut-1-ene, 2-ethoxy-3-methylbutane and 2-ethoxy-2-methylbutane.
Work Step by Step
The expected solvolysis products can be deduced from the two possible reaction mechanisms: E1 and SN1. The E1 mechanism leads to the formation of 2-methylbut-2-ene which is the major E1 product and 3-mehtylbut-1-ene which is the minor E1 product. The SN1 mechanism leads to the formation of a secondary carbocation which leads to the formation of 2-ethoxy-3-mehtylbutane (minor product) after the direct attack of ethanol. The SN1 major product (2-ethoxy-2-methylbutane) is formed after the secondary carbocation converts to the tertiary carbocation which is subsequently attacked by ethanol.
