Home
Class 11
CHEMISTRY
An known alkene with formula C(7)H(12) o...

An known alkene with formula `C_(7)H_(12)` on oxidation with hot alkaline `KMnO_(4)` yields only the following product
`CH_(3)-overset(O)overset(||)C-CH_(2)CH_(2)CH_(2)CH_(2)-overset(O)overset(||)C-OH`
What is the structure of this alkene?
Strategy:
`C_(7)H_(12)underset((2)H_(3)O^(+))overset((1)KMnO_(4),H_(2)O,Ooverset(-)H)rarrCH_(3)overset(O)overset(||)C CH_(2)CH_(2)CH_(2)CH_(2)overset(O)overset(||)C-OH`
Since the oxidation cleavage leads to just one product which contains the same number of carbon atoms as the reactant, the unknown alkene must have a double bond contained in a ring. The oxidative cleavage of the double bond result in the opening of the ring. To create the ring, remove the -`OH` group and doubly bonded `O's` and finally join the carboxylic acid carbon with ketone carbon by a double bond.

Text Solution

Verified by Experts

Promotional Banner

Topper's Solved these Questions

R SHARMA-ALKENES-Archives
  1. An known alkene with formula C(7)H(12) on oxidation with hot alkaline ...

    Text Solution

    |

  2. In the reaction below, X is Neopentyl alcohol overset(H(2)SO(4))rarr...

    Text Solution

    |

  3. CH(3)underset(CH(3))underset(|)CHCH=CH(2)overset(HBr)rarrA A (predom...

    Text Solution

    |

  4. Which of the following compounds with molecular formula C(5)H(10) yiel...

    Text Solution

    |

  5. The major product formed when 3,3-dimethylbutan-2-ol is heated with co...

    Text Solution

    |

  6. Oxidation of an alkene (X) gives a diol. Further oxidation gives a dik...

    Text Solution

    |

  7. The number of sigma and pi- bonds in alkyl isocyanide are

    Text Solution

    |

  8. One mole of an unsaturated hydrocarbon on ozonolysis gives one mole ea...

    Text Solution

    |

  9. Relative stabilities of various alkenes represented as R(2)C=CR(2), R(...

    Text Solution

    |

  10. 3-Phenylpropene on reaction with HBr gives (as major product)

    Text Solution

    |

  11. Which of the following alkenes will react fastest with H(2) under cata...

    Text Solution

    |

  12. Reaction of HBr with propane in the presence of peroxide gives

    Text Solution

    |

  13. The compound CH(3)-overset(CH(3))overset(|)C=CH-CH(3) on reaction wi...

    Text Solution

    |

  14. Prop-1-ol can be prepared from propene

    Text Solution

    |

  15. The reaction of HBr with CH(3)underset(CH(3))underset(|)C=CH(2) in the...

    Text Solution

    |

  16. Hydrolysis of ozonide of but-1-ene gives

    Text Solution

    |

  17. Monomer of [-underset(CH(3))underset(|)overset(CH(3))overset(|)C-CH(2)...

    Text Solution

    |

  18. Indicate the organic structure for the product expected when 2-methylp...

    Text Solution

    |

  19. In the preparation of alkene from alcohol using Al(2)O(3), which is ef...

    Text Solution

    |

  20. Which alkene on ozonolysis gives CH(3)CH(2)CHO and CH(3)COCH(3)?

    Text Solution

    |

  21. Ozonolysis of C(7)H(14) gace 2-methylpentan-3-one. The alkene is

    Text Solution

    |