150k views
2 votes
How many different alkenes will be produced when each of the following substrates is treated with a strong base?

a) 1-Chloropentane
B) 3-Cholorpentane
c) 2-Chloro-2-methylpentane

User Anujan
by
7.7k points

1 Answer

6 votes

Final answer:

Different alkenes are produced through elimination reactions when chlorinated alkanes are treated with a strong base. The specific alkenes formed depend on the structure of the starting material and its substituents.

Step-by-step explanation:

Treating these substrates with a strong base usually results in an elimination reaction, forming alkenes. The specific number of alkenes formed depends on the structure of the starting material and the location of substituents.

1-Chloropentane

This substrate will yield 1-pentene and 2-pentene due to dehydrohalogenation. Because hydrogen atoms can be removed from either carbon-2 or carbon-3 in the chain, leading to the formation of the two different alkenes.

3-Chloropentane

When treated with a strong base, this substrate will give 2-pentene and 3-pentene as products. Again, this is because hydrogens are available for elimination on two different carbons adjacent to the one bearing the chlorine atom.

2-Chloro-2-methylpentane

The treatment of this substrate will only produce one alkene: 2,3-dimethyl-2-butene. Due to the steric hindrance caused by the methyl group on carbon-2, this substrate has only one set of β-hydrogens available for elimination.

User XING
by
8.6k points