Home
Class 12
CHEMISTRY
When pinacol is treated with dilute H(2)...

When pinacol is treated with dilute `H_(2)SO_(4)`, a re-arangement reaction takes place which leads to the formation of a ketone.
`CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)C-CH_(3)overset(H_(2)SO_(4))rarrCH_(3)-underset(CH_(3))underset(|)overset(O)overset(||)C-overset(CH_(3))overset(|)C-CH_(5)`
This reaction involves re-arrangement of carbocation
Step 1:

`CH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))overset(+)overset(OH_(2))overset(|)C-CH_(2)rarrCH_(3)-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(OH)overset(|)C-underset(CH_(3))underset(|)overset(+)C-CH_(3)`
Step 2:
Carbocation rearrange by hydride, alkyl shift to get as stable as they can. Stability is the driving force for re-arrangement migration of bond may also oC Cur. Where by ring expansion and ring contraction takes place. The relief of strain can provide a powerful driving force for re-arrangement.


What will be the product of following reaction

A

B

C

both

D

None

Text Solution

Verified by Experts

The correct Answer is:
A
Promotional Banner

Topper's Solved these Questions

  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-4(A)|10 Videos
  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-4(B)|10 Videos
  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-2|103 Videos
  • AIIMS 2019

    ALLEN|Exercise CHEMISTRY|40 Videos
  • ALKYL AND ARYL HALIDE

    ALLEN|Exercise EXERCISE-05 (B)|35 Videos

Similar Questions

Explore conceptually related problems

CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH=CH-CH_(3)overset(H-Cl)(to) ?

Major product of the given reaction is CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-underset(CI)underset(|)(CH)-CH_(3)overset(C_(2)H_(5)O^-)rarr

The conversation : CH_(3)-underset(OH)underset(|)overset(CH_(3))overset(|)(C)-underset(OH)underset(|)overset(CH_(3))overset(|)(C)-CH_(3)underset(H_(2)SO_(4))overset("dil")rarrCH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-underset(O)underset(||)(C)-CH_(3) is called :

The following carbocation rearranges to CH_(2)=underset(CH_(3))underset(|)C-overset(CH_(3))overset(|)C-overset(o+)CH-overset(CH_(3))overset(|)(CH)-CH_(3)

Give the IUPAC name of the compound CH_3-underset(CH_3)underset(|)CH-underset(OH)underset(|)CH-underset(CH_3)underset(|)overset(CH_3)overset(|)C-CH_3

The IUPAC name of following compound is: CH_(3)CH_(2) - underset(CH_(3))underset(|)overset(H)overset(|)(C) - underset(CH_(3))underset(|)overset(C_(4)H_(9))overset(|)(C) - CH_(3)

Monomer of [-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)-]_(n) is

The monomer of the polymer ~CH_(2)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(2)-overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C)~

ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-3
  1. When pinacol is treated with dilute H(2)SO(4), a re-arangement reactio...

    Text Solution

    |

  2. What will be the product of following reaction S is:

    Text Solution

    |

  3. When pinacol is treated with dilute H(2)SO(4), a re-arangement reactio...

    Text Solution

    |

  4. The yield of ketone is oxidised is more than the yield of aldeyde whe...

    Text Solution

    |

  5. Which of the following statement is//are false.

    Text Solution

    |

  6. Which of the following statement is//are correct. (1) To prepare eth...

    Text Solution

    |

  7. Which of the following statement is//are correct (1) Hydrazone of an...

    Text Solution

    |

  8. Assertion : 2, 2- Dimethylpropanal undergoes Cannizzaro reaction with ...

    Text Solution

    |

  9. Statement -1: Acetophenone gives aldol condensation. Statement-2: Be...

    Text Solution

    |

  10. Statement-1: Benzaldehyde gives negative Benedict's test and State...

    Text Solution

    |

  11. Statement-1: Benzaldehyde gives negative Benedict's test and State...

    Text Solution

    |

  12. Statement-I: R-C-=O^(+) is more stable than R-C^(+)=O Because Stat...

    Text Solution

    |

  13. The addition of HCN to carbonyl compounds is an example of

    Text Solution

    |

  14. Give chemical tests to distinguish between: acetaldehyde and benzald...

    Text Solution

    |

  15. Statement-I: Ketones are less reactive than aldehydes. Because Sta...

    Text Solution

    |

  16. Assertion : Benzaldehyde is more reactive than ethanal towards nucleop...

    Text Solution

    |

  17. Assertion (A) Formaldehyde is a planar molecule. Reason (R) It conta...

    Text Solution

    |

  18. Aldehyde, ketone, acid and acid derivatives contain gtC=O group. Aldeh...

    Text Solution

    |

  19. Aldehyde, ketone, acid and acid derivatives contain gtC=O group. Aldeh...

    Text Solution

    |

  20. Aldehyde, ketone, acid and acid derivatives contain gtC=O group. Aldeh...

    Text Solution

    |