When propene reacts with HBr in the presence of peroxide, it gives ris...
Explanation of the Reaction of Propene with HBr in the Presence of PeroxideThe reaction of propene with hydrogen bromide in the presence of peroxide follows the rule of anti-Markovnikov addition. This rule states that the hydrogen (H) from HBr will add to the carbon with the most hydrogen atoms already attached, and the bromine (Br) will add to the other carbon. Peroxide promotes this anti-Markovnikov addition.
In the case of propene (CH
3-CH=CH
2), the hydrogen from HBr will add to the terminal carbon, which already has two hydrogens. The bromine will add to the middle carbon.
Here are the steps of the reaction:
When propene reacts with HBr in the presence of peroxide, it gives ris...
Propene, also known as propylene, is an unsaturated hydrocarbon with the chemical formula C3H6. When propene reacts with HBr (hydrogen bromide) in the presence of peroxide, it undergoes a radical addition reaction to form n-propyl bromide (n-C3H7Br).
Here is a detailed explanation of the reaction:
1. Radical Initiation:
The presence of peroxide (often represented as ROOR, where R is an alkyl group) initiates the reaction by undergoing homolytic cleavage to produce two alkyl radicals, represented as R•. In this case, the peroxide could be tert-butyl peroxide (C(CH3)3OO•).
ROOR → 2R•
2. Radical Propagation:
The alkyl radical (R•) reacts with propene (C3H6) to form a more stable secondary radical intermediate.
R• + C3H6 → RCH2CH2•
The secondary radical intermediate then reacts with HBr to produce the alkyl bromide.
RCH2CH2• + HBr → RCH2CH2Br
This reaction step can occur at any position on the propene molecule, resulting in different possible alkyl bromide products.
3. Radical Termination:
The reaction can also undergo radical termination steps where two alkyl radicals combine to form a non-radical species. These termination steps play a role in consuming any excess alkyl radicals and stopping the chain reaction.
R• + R• → R-R
In the case of propene reacting with HBr in the presence of peroxide, the major product formed is n-propyl bromide (n-C3H7Br). This is because the secondary radical intermediate reacts preferentially with HBr at the terminal carbon of propene, resulting in the formation of n-propyl bromide. The other possible products, such as allyl bromide (C3H5Br), isopropyl bromide (C3H7Br), and 3-bromopropane (C3H7Br), are less favored due to the stability of the radical intermediate and the reactivity of HBr at the terminal carbon.
In summary, when propene reacts with HBr in the presence of peroxide, the major product obtained is n-propyl bromide (n-C3H7Br). This reaction follows a radical mechanism, initiated by the homolytic cleavage of peroxide and proceeds through radical propagation steps to form the alkyl bromide product.
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