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In the following reaction : H(3)C-over...

In the following reaction :
`H_(3)C-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")"C "-CH=CH_(2)overset(H_(2)O //H^(o+))rarrA`
The major product A is :

A

`underset(OH)underset("| ")(CH_(2))-underset(CH_(3))underset("| ")overset(CH_(3))overset("| ")"C "-CH_(2)-CH_(3)`

B

`H_(3)C-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")"C "-underset(OH)underset("| ")"CH"-CH_(3)`

C

`H_(3)C-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")"C "-CH_(2)-underset(OH)underset("| ")(CH_(2))`

D

`H_(3)C-overset(CH_(3))overset("| ")underset(OH)underset("| ")"C "-underset(CH_(3))underset("| ")"C "-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the major product A from the given reaction, let's analyze the steps involved in the reaction mechanism. ### Step 1: Identify the Reactants The reactant given is: \[ \text{H}_3\text{C}-\overset{\text{CH}_3}{\underset{\text{CH}_3}{\text{C}}}-\text{CH}=\text{CH}_2 \] This structure indicates that we have a substituted alkene with a double bond between the last two carbon atoms. ### Step 2: Protonation of the Alkene In the presence of an acid (H⁺), the double bond can be protonated. The double bond acts as a nucleophile and can attack the proton (H⁺). There are two possible sites for protonation: 1. Protonation at the terminal carbon (C1). 2. Protonation at the internal carbon (C2). ### Step 3: Formation of Carbocations 1. **If protonation occurs at C1**: - The structure becomes: \[ \text{C}^+ - \text{CH}_2 - \text{CH}_3 \] - This leads to a primary carbocation, which is less stable. 2. **If protonation occurs at C2**: - The structure becomes: \[ \text{C}^+-\text{CH}_3 - \text{CH}_2 - \text{CH}_3 \] - This leads to a more stable secondary carbocation. ### Step 4: Stability of Carbocations The stability of carbocations increases with the number of alkyl groups attached to the positively charged carbon. In this case, the secondary carbocation formed by protonation at C2 is more stable than the primary carbocation formed by protonation at C1. ### Step 5: Rearrangement of Carbocations If possible, the carbocation can undergo rearrangement to form a more stable carbocation. In this case, the secondary carbocation can rearrange to a tertiary carbocation by migrating a methyl group from an adjacent carbon. ### Step 6: Nucleophilic Attack by Water Once the stable carbocation is formed, water (acting as a nucleophile) can attack the positively charged carbon, leading to the formation of an alcohol. ### Step 7: Final Product Formation After the nucleophilic attack, the final product will have the hydroxyl group (–OH) attached to the carbon where the carbocation was formed. The major product A will be: \[ \text{CH}_3 - \text{C}(\text{OH}) - \text{CH}_3 - \text{CH}_2 - \text{CH}_3 \] ### Conclusion The major product A is a tertiary alcohol formed from the more stable carbocation. The correct answer is option D, which corresponds to the structure of the major product. ---

To determine the major product A from the given reaction, let's analyze the steps involved in the reaction mechanism. ### Step 1: Identify the Reactants The reactant given is: \[ \text{H}_3\text{C}-\overset{\text{CH}_3}{\underset{\text{CH}_3}{\text{C}}}-\text{CH}=\text{CH}_2 \] This structure indicates that we have a substituted alkene with a double bond between the last two carbon atoms. ### Step 2: Protonation of the Alkene ...
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NARAYNA-HYDROCARBONS -EXERCISE - 3
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  2. Which one of the following is most reactive towards electrophilic reag...

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  3. Among the following compounds the one that is most reactive towards el...

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  4. In the following reaction : H(3)C-overset(CH(3))overset("| ")unders...

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  5. Some meta-directing substituents in aromatic substitution are given wh...

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  6. Which of the following compounds will not undergo Friedel- Crafts reac...

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  7. The radical, is aromatic because it has

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  8. What products are formed when the following compounds is treated with ...

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  9. 2,3-Dimethyl-2-butene can be prepared by heating which of the followin...

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  10. In the reaction with HCl, an alkene reacts in accordance with Markowni...

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  11. The oxidation of benzene by V(2)O(5) in the presence of aire produces

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  12. A single compound of the structure is obtainable from ozonlysis o...

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  13. Given : The enthalpy of hydrogenation of these compounds will be ...

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  14. The reaction of C(6) H(5) CH=CHCH(3) with HBr produces :

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  15. Which of the following can beused as the halide component for friedel-...

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  16. Which of the following compounds shall not produce propene by reaction...

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  17. In the given reaction the product P is :-

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  18. The compound that will react most readily with gaseous bromine has the...

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  19. The correct statement the comparison of staggered and eclipsed conform...

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  20. In the reaction H-C-=CHoverset((1)NaNH(2)//liq.NH(3))underset((2)CH(3)...

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