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Propene undergo electrophilic addition w...

Propene undergo electrophilic addition with HB r, but not with HCN. The reason is

A

`Br^-` is better nucleophile than `CN^-`

B

HB r being better source of proton as it is stronger acid than HCN

C

HCN attacks preferentially via lone pair of nitrogen

D

the C – Br bond belong stronger is formed easily as compared to C – CN bond

Text Solution

AI Generated Solution

The correct Answer is:
To understand why propene undergoes electrophilic addition with HBr but not with HCN, we need to analyze the nature of the reactants and the mechanism of the reaction. ### Step-by-Step Solution: 1. **Understanding Propene**: - Propene (C3H6) is an alkene with a double bond between two carbon atoms. This double bond is a site of high electron density, making it susceptible to electrophilic attack. 2. **Electrophilic Addition Reaction**: - In electrophilic addition, an electrophile (a species that seeks electrons) reacts with a nucleophile (a species that donates electrons). The double bond in propene acts as a nucleophile. 3. **Reaction with HBr**: - HBr is a strong acid and dissociates into H⁺ and Br⁻ ions in solution. The H⁺ ion acts as the electrophile. - When propene reacts with HBr, the H⁺ ion attacks the double bond, leading to the formation of a carbocation (positively charged carbon atom). - The Br⁻ ion then attacks the carbocation, resulting in the formation of bromo-propane. 4. **Reaction with HCN**: - HCN is a weaker acid compared to HBr. It dissociates into H⁺ and CN⁻ ions, but the H⁺ ion is less electrophilic than that from HBr. - The weaker acidity of HCN means that the H⁺ produced is not as effective at attacking the double bond in propene. Therefore, the electrophilic addition does not occur. 5. **Comparison of Acidity**: - HBr is a stronger acid than HCN. The strength of an acid is determined by its ability to donate protons (H⁺ ions). Since HBr can donate protons more readily, it is more effective in facilitating the electrophilic addition reaction with propene. 6. **Conclusion**: - The primary reason propene undergoes electrophilic addition with HBr but not with HCN is that HBr is a stronger acid, providing a more effective electrophile (H⁺) for the reaction. ### Final Answer: Propene undergoes electrophilic addition with HBr but not with HCN because HBr is a stronger acid than HCN, making H⁺ from HBr a more effective electrophile for the reaction.
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