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Which one of the following does not diss...

Which one of the following does not dissolve in conc. `H_2SO_4`?

A

(a) `H--=-H`

B

(b) `Me--=-Me`

C

D

d. `H_2C=CH_2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound does not dissolve in concentrated sulfuric acid (H₂SO₄), we need to analyze the stability of the carbocations formed during the electrophilic addition reaction with H₂SO₄. ### Step-by-Step Solution: 1. **Understanding the Reaction**: - Concentrated sulfuric acid acts as a strong electrophile. When alkenes or alkynes react with it, they undergo electrophilic addition reactions, where a carbocation intermediate is formed. 2. **Analyzing the Compounds**: - We need to evaluate the stability of the carbocation that forms when each compound reacts with concentrated sulfuric acid. 3. **Compound A**: - For compound A (let's assume it's ethylene, C₂H₄), the reaction would form a carbocation: \[ \text{C}_2\text{H}_4 + \text{H}_2\text{SO}_4 \rightarrow \text{C}_2\text{H}_5^+ \] - The carbocation (C₂H₅⁺) is highly unstable due to lack of hyperconjugation (no adjacent carbon atoms with hydrogen atoms to stabilize it). Therefore, ethylene does not dissolve in concentrated sulfuric acid. 4. **Compound B**: - For compound B (let's assume it's propene, C₃H₆), the reaction forms a more stable carbocation: \[ \text{C}_3\text{H}_6 + \text{H}_2\text{SO}_4 \rightarrow \text{C}_3\text{H}_7^+ \] - This carbocation is stabilized by hyperconjugation, making it soluble in concentrated sulfuric acid. 5. **Compound C**: - For compound C (let's assume it's butene, C₄H₈), the carbocation formed is also stabilized by hyperconjugation: \[ \text{C}_4\text{H}_8 + \text{H}_2\text{SO}_4 \rightarrow \text{C}_4\text{H}_9^+ \] - This compound is soluble in concentrated sulfuric acid. 6. **Compound D**: - For compound D (let's assume it's isobutylene, C₄H₈), the carbocation is also stabilized: \[ \text{C}_4\text{H}_8 + \text{H}_2\text{SO}_4 \rightarrow \text{C}_4\text{H}_9^+ \] - This compound is soluble in concentrated sulfuric acid as well. 7. **Conclusion**: - Among the compounds analyzed, compound A (ethylene) does not dissolve in concentrated sulfuric acid due to the instability of the carbocation formed. ### Final Answer: **Compound A (ethylene) does not dissolve in concentrated sulfuric acid.**

To determine which compound does not dissolve in concentrated sulfuric acid (H₂SO₄), we need to analyze the stability of the carbocations formed during the electrophilic addition reaction with H₂SO₄. ### Step-by-Step Solution: 1. **Understanding the Reaction**: - Concentrated sulfuric acid acts as a strong electrophile. When alkenes or alkynes react with it, they undergo electrophilic addition reactions, where a carbocation intermediate is formed. 2. **Analyzing the Compounds**: ...
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