how to convert propene to -1-nitropropene.
Answers
Explanation:
Step 1 : First propene react with bromine in dark in a solvent such as to produce 1,2-dibromopropane as a product. It is an electrophilic addition reaction.
Step 2 : When 1,2-dibromopropane react with strong base like alcoholic KOH result in the formation of prop-1-yne. The alcoholic KOH is a dehydrohalogentating agents.
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The question is to convert Propene to 1-nitropropane.
Given:
1) The starting substrate is propene (CH₃CH=CH₂).
Solution:
The final substrate is 1-Nitropropane (CH₃CH₂CH₂NO₂).
At first, we apply HBr in the presence of a peroxide, like (H₂O₂).
As a result of this addition of peroxide, the Bromide ion is added to the Carbon atom with more number of H-atoms and the H⁺ ion is added to the Carbon atom with lesser number of H-atoms.
This reaction is known "Peroxide Effect" or "Anti-Markonikoff Reaction.
The reaction is as follows:
CH₃CH=CH₂ + HBr (in H₂O₂) → CH₃CH₂CH₂Br
Next if we add AgNO₂ to the above produced product, propyl bromide (CH₃CH₂CH₂Br), AgBr gets eliminated and we get the desired Nitropropane.
The reaction is as follows:
CH₃CH₂CH₂Br + AgNO₂ → CH₃CH₂CH₂NO₂ + AgBr