Home
Class 11
CHEMISTRY
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-`methl`-2-`pentene

C

`4-`methl`-2-`pentene

D

`2-`ethyl `-1-`butene

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the optically active hydrocarbon \( X \) with the molecular formula \( C_6H_{12} \) that, upon catalytic hydrogenation, produces an optically inactive compound \( C_6H_{14} \). ### Step-by-Step Solution: 1. **Understanding Optically Active Compounds**: - An optically active compound contains at least one chiral carbon atom. A chiral carbon atom is a carbon atom that is attached to four different groups, leading to non-superimposable mirror images (enantiomers). 2. **Molecular Formula Analysis**: - The molecular formula \( C_6H_{12} \) indicates that the compound is likely an alkene (due to the degree of unsaturation). 3. **Identifying Possible Structures**: - We need to consider the possible structures of \( C_6H_{12} \) that could be optically active. The presence of a double bond and the arrangement of substituents can create chirality. 4. **Evaluating the Given Options**: - **Option 1: 3-methyl-1-pentene**: - Structure: \( CH_3-CH_2-CH=CH-CH_3 \) with a methyl group on the third carbon. - This compound has a chiral center at the third carbon, making it optically active. - **Option 2: 3-methyl-2-pentene**: - Structure: \( CH_3-CH=CH-CH_2-CH_3 \). - This compound does not have a chiral center; thus, it is not optically active. - **Option 3: 4-methyl-2-pentene**: - Structure: \( CH_3-CH=CH-CH(CH_3)-CH_3 \). - This compound also does not have a chiral center and is not optically active. - **Option 4: 2-ethyl-1-butene**: - Structure: \( CH_2=CH-CH_2-CH_3 \) with an ethyl group on the second carbon. - This compound does not have a chiral center and is not optically active. 5. **Catalytic Hydrogenation**: - When we perform catalytic hydrogenation on 3-methyl-1-pentene, the double bond is converted to a single bond, resulting in 3-methylpentane. - Structure of 3-methylpentane: \( CH_3-CH_2-CH(CH_3)-CH_2-CH_3 \). - This compound does not have any chiral centers, making it optically inactive. 6. **Conclusion**: - The only compound that meets the criteria of being optically active and yielding an optically inactive product upon hydrogenation is **3-methyl-1-pentene**. ### Final Answer: **X could be 3-methyl-1-pentene.**

To solve the problem, we need to identify the optically active hydrocarbon \( X \) with the molecular formula \( C_6H_{12} \) that, upon catalytic hydrogenation, produces an optically inactive compound \( C_6H_{14} \). ### Step-by-Step Solution: 1. **Understanding Optically Active Compounds**: - An optically active compound contains at least one chiral carbon atom. A chiral carbon atom is a carbon atom that is attached to four different groups, leading to non-superimposable mirror images (enantiomers). 2. **Molecular Formula Analysis**: ...
Promotional Banner

Topper's Solved these Questions

  • HYDROCARBONS

    A2Z|Exercise Chemical Properties Of Alkanes|97 Videos
  • HYDROCARBONS

    A2Z|Exercise Methods Of Preparation Of Alkanes|31 Videos
  • ENVIRONMENTAL CHEMISTRY

    A2Z|Exercise Section D - Chapter End Test|30 Videos
  • HYDROGEN

    A2Z|Exercise Section D - Chapter End Test|30 Videos

Similar Questions

Explore conceptually related problems

An optically active compound A with molecular formula C_(6)H_(14) undergoes catalytic hydrogenation to give an optically inactive product. Which of the following structures for A is/are consistent with all the data?

An optically active compound A with molecular formula C_(8)H_(14) undergoes catalytic hydrogenation togive meso compound, the structure of (A) is:

Give the structure of an optically active alkene (A) having the lowest molecular mass, which on catalytic hydrogenation gives an optically inactive compound (B) .

C(C_(6)H_(12)) , and optically active dydrocarbon which on catalytic hydrogenation gives an optically inactive compound, C_(6)H_(14) .

Give the structures of (A),(B) and (C)( explanation is not required ). i. (A)(C_(4)H_(8)) that adds on HBr in the presence and in the absence of peroxide to give the same product, C_(4)H_(9)Br . ii. (B)(C_(4)H_(8)), which when treated with H_(2)O //H_(2)SO_(4) gives C_(4)H_(10)O that cannot be resolves into optical isomers. iii. (C)(C_(6)H_(12), an optically active hydrocarbon which on catalytic hydrogenation gives an optically inactive compound, C_(6)H_(14))

A2Z-HYDROCARBONS-Section D - Chapter End Test
  1. An optically active hydrocarbon X has molecular formula C(6)H(12). X o...

    Text Solution

    |

  2. Anti- Markovwnikoff's addtion of HBr is not observed in

    Text Solution

    |

  3. Which of the following reactions will yield 2,2-dibromopropane ?

    Text Solution

    |

  4. The products formed by the ozonolysis - hydrolysis of compound of form...

    Text Solution

    |

  5. When acetylen reacted with hydroxylic acid in presence of HgCl(20 the ...

    Text Solution

    |

  6. When propyne reacts with aqueous H(2)SO(4) in the presence of HgSO(4)...

    Text Solution

    |

  7. Which one of the following does not dissolve in conc. H(2)SO(4)?

    Text Solution

    |

  8. Which one of the following compounds will give in the presence of pero...

    Text Solution

    |

  9. Which of the following alkene in acid catalysed hydration form 2-methy...

    Text Solution

    |

  10. Which of the following compounds yields only one product on monobromin...

    Text Solution

    |

  11. Aqueous solution of the following compounds are electrolysed . Acetyle...

    Text Solution

    |

  12. Dehydration of butan -2-ol with conc. H(2)SO(4) gives preferred produc...

    Text Solution

    |

  13. CH(3)-C-=C-CH(3)overset(NaNH(2))rarr'X'. What is X ?

    Text Solution

    |

  14. Identify the compound 'Y' in the following sequency of reaction HC-=...

    Text Solution

    |

  15. Dehydration of 1-butanol gives 2-butene as a major product , by which ...

    Text Solution

    |

  16. The prinicipal organic product formed is the reaction : CH(2)=CH(CH(...

    Text Solution

    |

  17. Which of the following decolorizes Potassium permanganate?

    Text Solution

    |

  18. CH(3)C-=C CH(3) overset((i)X) underset((ii)H(2)O //Zn)rarr X in the...

    Text Solution

    |

  19. Which of the following is Friedel - Craft's reaction

    Text Solution

    |

  20. Condition for maximum yield of C(2)H(5)Cl is

    Text Solution

    |

  21. When ethyl alcohol is heated with red phosphorus and HI, then which o...

    Text Solution

    |