Question

Draw the Zaitsev product formed when 2,3‑dimethylpentan‑3‑ol undergoes an E1 dehydration. The starting material is a chiral carbon with an in plane bond pointing up to methyl and an in plane bond to O H pointing to the lower right. There is a wedged bond to isopropyl pointing to the lower left and a dashed bond to ethyl pointing to the left. This reacts with H 3 P O 4 in an E 1 reaction to give the Zaitsev product.

Answer 1

See explanation

Step-by-step explanation:

Dehydration of an alcohol by E1 mechanism occurs in two steps. The first step is the is the protonation of the -OH group in the alcohol followed by the elimination of water, a good leaving group.

In the case of 2,3‑dimethylpentan‑3‑ol, the carbocation formed undergoes rearrangement followed by loss of a hydrogen atom. This now yields the product as shown in the image attached.

Note that, the Zaitsev's product is the most substituted product and is most stable hence it is the most favored product.