2-Methylpropane on monochlorination under photochemical condition give...
Monochlorination of 2-Methylpropane under Photochemical Conditions
The monochlorination of 2-methylpropane under photochemical conditions refers to the substitution of one hydrogen atom in 2-methylpropane with a chlorine atom in the presence of light. This reaction is an example of free radical halogenation.
Radical Formation
- Initially, a chlorine molecule (Cl2) absorbs energy from light, which causes the bond between the chlorine atoms to break homolytically, forming two chlorine radicals (Cl•).
Initiation
- One chlorine radical (Cl•) reacts with 2-methylpropane to form a methyl radical (CH3•) and HCl.
- This reaction is the initiation step of the reaction mechanism.
Propagation
- The methyl radical (CH3•) reacts with a chlorine molecule (Cl2) to form chloromethane (CH3Cl) and a chlorine radical (Cl•).
- The chlorine radical (Cl•) reacts with another molecule of 2-methylpropane to form 1-chloro-2-methylpropane and a methyl radical (CH3•).
- These reactions are the propagation steps of the reaction mechanism.
Termination
- The radical species can undergo various termination steps, where two radicals combine to form a stable molecule.
- Possible termination steps include the combination of two methyl radicals (CH3• + CH3•) to form ethane (C2H6) and the combination of a methyl radical and a chlorine radical (CH3• + Cl•) to form chloromethane (CH3Cl).
Products
- The major product of the monochlorination of 2-methylpropane under photochemical conditions is 1-chloro-2-methylpropane.
- This is because the reaction proceeds via a radical mechanism, and the propagation step involving the formation of 1-chloro-2-methylpropane is more favorable due to the stability of the resulting radical intermediate.
- The other possible product, 2-chloro-2-methylpropane, is formed via a different propagation step and is therefore present in smaller amounts.
- The formation of other products, such as chloromethane and ethane, is also possible but in much smaller quantities.
Conclusion
The monochlorination of 2-methylpropane under photochemical conditions predominantly yields 1-chloro-2-methylpropane as the major product. This is due to the favorable propagation step leading to the formation of this product. However, a small amount of 2-chloro-2-methylpropane and other byproducts may also be formed.
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