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An optically active hydrocarbon X has mo...

An optically active hydrocarbon `X` has molecular formula `C_(6)H_(12)`. `X`
on catalytic hydrogenation gives optically inactive `C_(6)H_(14).X`
could be

A

`3-`methyl`-1-`pentene

B

`3-`methyl`-2-`pentene

C

`2-`ethyl`-1-`butene

D

`3-`methylcyclopentene

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the optically active hydrocarbon `X` with the molecular formula `C6H12`, which upon catalytic hydrogenation yields the optically inactive compound `C6H14`, we can follow these steps: ### Step 1: Understand the molecular formula The molecular formula `C6H12` indicates that the compound is likely an alkene, as it follows the general formula for alkenes, `CnH2n`. This means that `X` has a double bond. **Hint:** Remember that alkenes have the general formula `CnH2n`, while alkanes have `CnH2n+2`. ### Step 2: Identify the characteristics of optically active compounds An optically active compound must have at least one chiral center, which is a carbon atom bonded to four different groups. This is crucial for the compound to exhibit optical activity. **Hint:** Look for a carbon atom in the structure that is bonded to four distinct substituents. ### Step 3: Analyze the possible structures of `C6H12` We need to consider possible structures of `C6H12` that contain a double bond and have a chiral carbon. One possible structure is 3-methyl-1-pentene: - Structure: ``` CH2=CH-CH(CH3)-CH2-CH3 ``` This structure has a chiral carbon at the third position. **Hint:** Draw the structures of potential candidates and identify chiral centers. ### Step 4: Catalytic hydrogenation of `X` When `X` is subjected to catalytic hydrogenation (addition of H2), the double bond is converted to a single bond, resulting in an alkane. For 3-methyl-1-pentene, the product will be: - Product structure: ``` CH3-CH2-CH(CH3)-CH2-CH3 ``` This is 3-methylpentane, which is optically inactive because it does not have any chiral centers. **Hint:** Remember that hydrogenation removes the double bond and can affect the optical activity of the compound. ### Step 5: Evaluate other options We need to check other possible structures for `C6H12` to ensure they do not yield an optically active compound upon hydrogenation. - **3-methyl-2-pentene**: This compound does not have a chiral center. - **2-ethyl-1-butene**: This compound also does not have a chiral center. - **3-methylcyclopentene**: This compound does not yield a chiral center after hydrogenation. **Hint:** Compare the structures and check for chiral centers in each option. ### Conclusion The only structure that satisfies the conditions of being optically active and yielding an optically inactive compound upon hydrogenation is **3-methyl-1-pentene**. Therefore, the answer is: **Answer:** `X` could be **3-methyl-1-pentene**.
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ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-1
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  6. The ease of formation of free radicals follows the order -

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  7. Which of the following has the smallest heat of hydrogenation per mole...

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  8. The intermediate during the addition of HCl to propene n presence of p...

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  9. The order of stability of the alkenes underset(I)(R(2)C=CR(2)') unde...

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  10. Which of the following will not react with an ammonical silver nitrate...

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  11. The correct order of reactivity towards the electrophillic substituion...

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  12. Which of the following order is correct for the decreasing reactivity ...

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  13. Electrophile overset(o+)NO(2) attacks the following : In which ca...

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  14. The most deactivating group for electrophilic substitution reaction in...

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  15. Which of the following is the most reactive towards ring nitration ?

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  16. The order decreasing reactivity towards an electrophilic reagent, for ...

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  17. Increasing order of the following for electrophilic substitution react...

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  18. Among the compounds the order of decreasing reactivity towards electro...

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  19. Choose the most reactive among the following compound :

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