Home
Class 11
CHEMISTRY
Arrange the following in the reactions o...

Arrange the following in the reactions order of `NA` (nucleophilic addition) reaction.
(I) `MeCOMe`
(II) `PhCOMe`
(III) `PhCOPh`
(IV) `PhCH_2COMe`.

A

`(I) gt (II) gt (III) gt (IV)`

B

`(IV) gt (III) gt (II) gt (I)`

C

`(IV) gt (I) gt (II) gt (III)`

D

`(III) gt (II) gt (I) gt (IV)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of nucleophilic addition reactions for the given compounds, we need to analyze the electronic effects (inductive and resonance) of the substituents on the carbonyl carbon. The more positive the carbonyl carbon (more δ+ character), the more reactive it will be towards nucleophilic attack. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (I) MeCOMe (acetone) - (II) PhCOMe (acetophenone) - (III) PhCOPh (benzophenone) - (IV) PhCH₂COMe (benzyl methyl ketone) 2. **Analyze Electronic Effects**: - **(I) MeCOMe**: The two methyl groups exert a +I effect, which increases electron density on the carbonyl carbon, making it less positive and less reactive. - **(II) PhCOMe**: The phenyl group has a +R effect (resonance) which stabilizes the carbonyl carbon but also has a +I effect from the methyl group. This results in a moderate δ+ character. - **(III) PhCOPh**: Both phenyl groups exert a +R effect, which stabilizes the carbonyl carbon significantly, leading to a decreased δ+ character and thus, the least reactivity. - **(IV) PhCH₂COMe**: The phenyl group has a +R effect, while the CH₂ group has a +I effect. This combination results in a moderate δ+ character, making it more reactive than (III) but less than (I) and (II). 3. **Rank the Reactivity**: - The order of reactivity based on the δ+ character of the carbonyl carbon from most reactive to least reactive is: - (I) MeCOMe (most reactive) - (II) PhCOMe - (IV) PhCH₂COMe - (III) PhCOPh (least reactive) ### Final Order: The correct order of nucleophilic addition reaction for the compounds is: **I > II > IV > III**
Promotional Banner

Topper's Solved these Questions

  • ORGANIC REACTION MECHANISM

    CENGAGE CHEMISTRY ENGLISH|Exercise Assertion-Reasoning|12 Videos
  • ORGANIC REACTION MECHANISM

    CENGAGE CHEMISTRY ENGLISH|Exercise Archives|8 Videos
  • ORGANIC REACTION MECHANISM

    CENGAGE CHEMISTRY ENGLISH|Exercise Multiple Correct|30 Videos
  • NCERT BASED EXERCISE

    CENGAGE CHEMISTRY ENGLISH|Exercise Chemical Equilibrium|73 Videos
  • P-BLOCK GROUP 13 - BORON FAMILY

    CENGAGE CHEMISTRY ENGLISH|Exercise Exercise Archives (Subjecive)|9 Videos

Similar Questions

Explore conceptually related problems

Arrange the following in the decreasing order of nucleophilic acyl substitution reaction. .

Which of the following compounds is most reactive towards nucleophilic addition reactions ?

Which of the following compounds is most reactive towards nucleophilic addition reactions ?

Which of the following compounds is the most reactive towards nucleophilic addition reactions?

CENGAGE CHEMISTRY ENGLISH-ORGANIC REACTION MECHANISM-Single correct
  1. The decresing order of reactivity towards SE (substitution by electrop...

    Text Solution

    |

  2. Which of the following is a free radical susbtitution reaction ?

    Text Solution

    |

  3. Reagent I and II, respectively, are :

    Text Solution

    |

  4. Which product is racemic in the above reaction ?

    Text Solution

    |

  5. Consider the following reactions.

    Text Solution

    |

  6. Which of the following is a non-aromatic compound ?

    Text Solution

    |

  7. The decreasing order of reactivity towards ArSN reaction of the follow...

    Text Solution

    |

  8. Consider the following reaction : The product is :

    Text Solution

    |

  9. Refer to Q.No. 38 and find out which of the following statements is w...

    Text Solution

    |

  10. Which of the following is not a rearrangement reaction ?

    Text Solution

    |

  11. Arrange the following in the reactions order of NA (nucleophilic addit...

    Text Solution

    |

  12. Arrange the following in the decreasing order of nucleophilic acyl sub...

    Text Solution

    |

  13. Which of the following reactions will not give Hofmann alkene ?

    Text Solution

    |

  14. Which of the following is the best method for the preparation of compo...

    Text Solution

    |

  15. Which statement is correct about the above reaction ?

    Text Solution

    |

  16. An alkyl halide of formula C6 H13 Br on treatment with potassium t-but...

    Text Solution

    |

  17. (A) and (B) are :

    Text Solution

    |

  18. Which of the following reactions would give trans-alkene ? .

    Text Solution

    |

  19. Which of the following reactions is Hofmann elimination ? .

    Text Solution

    |

  20. Draw the structure of the following compounds: cyclopropane.

    Text Solution

    |