Question:

If Bromopropane and Bromomethane were treated with sodium and ether, then what is the product?

Updated On: May 25, 2023
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Solution and Explanation

When bromopropane (also known as 1-bromopropane) and bromomethane (also known as methyl bromide) are treated with sodium and ether, a reaction known as the Wurtz reaction can occur. The Wurtz reaction involves the coupling of two alkyl halides in the presence of sodium metal, resulting in the formation of a new carbon-carbon bond.

In this case, if bromopropane and bromomethane are treated with sodium and ether, the Wurtz reaction can lead to the formation of a dimer product. The specific product that forms depends on the reaction conditions, such as stoichiometry and reaction temperature.

One possible product that can form is 2,2-dimethylbutane. The reaction proceeds as follows:

CH₃CH₂CH₂Br + CH₃Br + 2Na → CH₃CH₂CH₂CH₂CH₃ + 2NaBr

The resulting product, 2,2-dimethylbutane, is a branched hydrocarbon with a total of five carbon atoms in the main chain.

It's important to note that the Wurtz reaction is not highly selective and can produce multiple products, especially in the case of complex molecules or when multiple alkyl halides are involved. Without further information on reaction conditions or specific reagent ratios, it's difficult to predict the exact outcome.
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Concepts Used:

Haloalkanes and Haloarenes

The hydrocarbons such as Haloalkanes and Haloarenes are the ones, in which one or more hydrogen atoms are replaced with halogen atoms. The main difference between Haloalkanes and Haloarenes is that Haloalkanes are derived from open chained hydrocarbons, also called alkanes, and Haloarenes are derived from aromatic hydrocarbons.

  • Haloalkanes have hydrocarbons made up of aliphatic alkanes and one or more hydrogen atoms replaced by halogens (elements such as Chlorine, Bromine, Fluorine, Iodine, etc.) whereas, haloarenes consist of aromatic ring or rings and one or more hydrogen atoms replaced by halogens.
  • In haloalkanes, the halogen atom is attached to the sp3 hybridized carbon atom of the alkyl group whereas, in haloarenes, the halogen atom is attached to the sp3 hybridized carbon atom of the alkyl group.
  • Haloalkanes are saturated organic compounds where all the chemical bonds are attached to the carbon atom with single bonds and a single carbon atom is attached to the Halogen atom, whereas, the haloarenes differ from Haloalkanes by their method of preparation and properties.
  • Haloalkanes are made by aliphatic alkanes by the process of free radical halogenation, whereas, haloarenes are made by direct halogenation of aromatic rings.
  • Haloalkanes are odorless compounds, whereas, haloarenes have a sweet odor.
  • Haloalkanes precipitate in SN2 substitution reactions, whereas, haloarenes do not precipitate in SN2 substitution reactions.
  • Example of haloalkanes is CH3Cl (Methyl Chloride) and CH3CH2Br (Ethyl Bromide) and the example of haloarenes is Chlorobenzene, Bromobenzene.