Propene to 1 nitropropane

  1. How will you bring about the following conversions? Propene to 1
  2. Convert propene to 1


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How will you bring about the following conversions? Propene to 1

Propene on treatment with HBr in the presence of peroxide (anti-markovnikoff’s rule which states the negative part i.e. Br - goes to the carbon which has more number of hydrogens and positive part i.e. H + goes to the carbon which has lesser number of hydrogens) gives 1-bromopropane which on treatment with silver nitrite in the presence of alcohol or water gives 1-nitropropane as the final product.

Convert propene to 1

Hint: The reaction is the nitration of propene to 1- nitropropane. But it is not a direct addition but a substitution reaction in which the bromide group gets substituted by the nitro group. First, the alkene will be converted into alkyl halide by addition reaction and then this alkyl halide will get converted into nitro product which is the desired product. Complete step by step answer : The propene molecule is a three carbon chain with one double bond at first carbon. The conversion of propene to 1- nitropropane is not a direct addition reaction in which the nitro group and a hydrogen atom get attached across the double bond to the chain. This is in actual a substitution reaction where an halide is substituted by a nitro group. The propene gets converted to propyl bromide in the first step where the propene reacts with hydrogen bromide (HBr) in the presence of peroxide. It is a free radical reaction giving additional product prop-1-bromide. The reaction is written as - $C + AgBr$ Note: The peroxide in the first step of reaction is used to initiate the reaction. It forms free radicals of bromide ions and hydrogen free radicals that attack the alkene and initiate the reaction. This step is the initiation step. Then, there is a propagation of chain and after that termination.