Home
Class 12
CHEMISTRY
Arrange the following in order of increa...

Arrange the following in order of increasing reactivity towards nucleophilic addition reactions
`C_(6)H_(5)COCH_(3), CH_(3)CHO, CH_(3)COCH_(3)`.

Text Solution

Verified by Experts

Due to electron-donating inductive effect (+I-effect) of the two `CH_(3)` groups in `CH_(3)COCH_(3)` as compared to smaller +I-effect of one `CH_(3)` group in `CH_(3)COCH_(3)`, the magnitude of the +ve charge on the carbon atom of the carbonyl group in `CH_(3)CHO` is more than in `CH_(3)COCH_(3)`. as a result, nucleophilic addition reactions occur more readily in `CH_(3)CHO` than in `CH_(3)COCH_(3)`.

In `C_(6)H_(5)COCH_(3)`, the electron-donating resonance effect (+R-effect) of the benzene ring reduces the +ve charge on the carbon atom of the carbonyl group. since +R-effect of benzene ring is more pronounced than +I-effect of the `CH_(3)` group, therefore, magnitude of the +ve charge on the carbon atom of the carbonyl group in `C_(6)H_(5)COCH_(3)` is reduced to a much greater extent than in `CH_(3)CHO` and `CH_(3)COCH_(3)`. As a result, `C_(6)H_(5)COCH_(3)` is much less reactive than `CH_(3)CHO` and `CH_(3)COCH_(3)`.

Thus, the overall reactivity of these three compounds towards nucleophilic addition reactions increases in the order: `C_(6)H_(5)COCH_(3) lt CH_(3)COCH_(3) lt CH_(3)CHO`
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise ADDITIONAL QUESTIONS (SHORT ANSWER QUESTIONS)|74 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise ADDITIONAL QUESTIONS (LONG ANSWER QUESTIONS)|10 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (LONG ANSWER QUESTIONS)|4 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    PRADEEP|Exercise IMPORTANT QUESTIONS FOR BOARD EXAMINATIONS.|29 Videos
  • APPENDIX

    PRADEEP|Exercise MODEL TEST PAPER <br> (Section C )|15 Videos

Similar Questions

Explore conceptually related problems

(a) Distinguish between PhCOEt and p-MeC_(6)H_(4)COMe by a chemical method. (b) Arrange the following in the order of increasing reactivity towards nucleophilic addition reactions. (i) CH_(3)CHO, C_(6)H_(5)COC_(6)H_(5), CH_(3)COC_(6)H_(5),CH_(3)COCH_(3) (ii) CH_(3)CHO, CF_(3)CHO, CH_(2)=CHCHO

Arrange the following compound in increasing order of reactivity towards nucleophilic addition reaction (I) C_(6)H_(5)COCH_(3) (II) CH_(3)CO - C_(2)H_(5) C_(6)H_(5)CHO (IV) CI - CH_(2) - CHO

Arrange the following in order of their Increasing reactivity in nucleophilic subsitution reactions : CH_(3)F, CH_(3)I, CH_(3)Br, CH_(3)Cl

Reactivity towards nucleophilic additions reaction of (I) IHCHO (II), CH_(3)CHO (III) CH_(3)COCH_(3) is

PRADEEP-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -ADDITIONAL QUESTIONS (VERY SHORT ANSWER QUESTIONS)
  1. Name one reagent used to convert toluene into benzaldehyde.

    Text Solution

    |

  2. Chromyl chloride in CS(2)(CrO(2)Cl(2)//CS(2)) or chromium trioxide in ...

    Text Solution

    |

  3. Arrange the following in order of increasing reactivity towards nucleo...

    Text Solution

    |

  4. Ethanal is soluble in water. Why?

    Text Solution

    |

  5. Acetone is highly soluble in water but benzophenone is not. Give reaso...

    Text Solution

    |

  6. Suggest a reason for the larger differenece between boiling points of ...

    Text Solution

    |

  7. Rearrange the following compounds in the increasing order of their boi...

    Text Solution

    |

  8. Arrange the following compounds in increasing order of their boilnig p...

    Text Solution

    |

  9. How will you convert acetone into 2-methyl-2-propanol? Or how is ter...

    Text Solution

    |

  10. Draw the structure of semicarbozide of ethanal.

    Text Solution

    |

  11. Write the structures of A and B in the following reaction, CH(3)COCl...

    Text Solution

    |

  12. Hydrazones of aldehydes and ketones are not prepared in highly acidic ...

    Text Solution

    |

  13. Acetophenone on reaction with hydroxyl amine hydrochloride can produce...

    Text Solution

    |

  14. How will you convert propanone to propan-2-ol?

    Text Solution

    |

  15. Name two methods which are commonly used to convert gtC=O grou into a ...

    Text Solution

    |

  16. What product is obtained when acetophenone is treated with hydrazine h...

    Text Solution

    |

  17. Predict the product of the following reaction:

    Text Solution

    |

  18. Give the chemical reaction when ethanal is heated with hydrogen iodide...

    Text Solution

    |

  19. Fehling's solution is

    Text Solution

    |

  20. What is Tollen's reagent? Write one usefulness of this reagent.

    Text Solution

    |