Q2P - Organic Chemistry (Mcmurry)

Question

How many alkene products, including E, Z isomers, might be obtained by dehydration of 3-methyl-3-hexanol with aqueous sulfuric acid?

Step-by-Step Solution

Answer

_{The five alkene products formed are shown below.}

Step 1: Dehydration with aqueous sulfuric acid

The dehydration of alcohol in acid catalyst removes water from the alcohol and forms an alkene product.$H_{2}S{O}_4$ Is a good dehydrating agent and is very good at removing water from the compounds.

Step 2: The formation of alkene products

When 3-methyl-3-hexanol is dehydrated with aqueous , it removes water (OH and H group). The five alkene products obtained are E/Z-3-Methyl-3-hexene, E/Z-3-Methyl-2-hexene, and 2-Ethyl-1-pentene.

Formation of alkene products