Home
Class 12
CHEMISTRY
Conjugation of electron withdrawing grou...

Conjugation of electron withdrawing groups, `e.e., -CHO, -overset(O)overset(||)C-R,-overset(O)overset(||)CRgt-overset(O)overset(||)C-OR,-C-=N,-NO_(2)` activates nudeophilic attack in halobenzene. The order of reactivity of these groups is :

A

`-NO_(2)gt-C-=gt-overset(O)overset(||)C-Hgt-overset(O)overset(||)C-Rgt-overset(O)overset(||)C-OR`

B

`-overset(O)overset(||)C-Hgt-overset(O)overset(||)C-Rgt-overset(O)overset(||)C-ORgt-C-=Ngt-NO_(2)`

C

`-C-=Ngt-NO_(2)-overset(O)overset(||)C-Hgt-overset(O)overset(||)C-Rgt-overset(O)overset(||)C-OR`

D

`-overset(O)overset(||)-Hgt-NO_(2)gt-C-=Ngt-overset(O)overset(||)-ORgt-overset(O)overset(||)C-R`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of reactivity of various electron-withdrawing groups (EWGs) in activating nucleophilic attack on halobenzenes, we need to consider the nature and strength of these groups. Here’s a step-by-step solution: ### Step 1: Identify the Electron-Withdrawing Groups The groups mentioned in the question are: - Aldehyde group (-CHO) - Ketone group (-C(=O)R) - Ester group (-C(=O)OR) - Cyanide group (-C≡N) - Nitro group (-NO₂) ### Step 2: Understand the Role of Electron-Withdrawing Groups Electron-withdrawing groups decrease the electron density on the benzene ring. This makes the ring more susceptible to nucleophilic attack because it stabilizes the negative charge that forms during the reaction. ### Step 3: Rank the Electron-Withdrawing Groups by Strength The strength of electron-withdrawing groups can be ranked based on their ability to stabilize the negative charge and their inductive or resonance effects. The general order from strongest to weakest is: 1. Nitro group (-NO₂) - Strongest due to resonance and inductive effects. 2. Cyanide group (-C≡N) - Strong electron-withdrawing due to the triple bond. 3. Aldehyde group (-CHO) - Moderate electron-withdrawing due to resonance. 4. Ketone group (-C(=O)R) - Similar to aldehyde but slightly weaker due to steric hindrance. 5. Ester group (-C(=O)OR) - Weakest among the listed groups due to resonance stabilization of the ring. ### Step 4: Write the Order of Reactivity Based on the analysis above, the order of reactivity of the electron-withdrawing groups in activating nucleophilic attack in halobenzene is: 1. -NO₂ (Nitro group) 2. -C≡N (Cyanide group) 3. -CHO (Aldehyde group) 4. -C(=O)R (Ketone group) 5. -C(=O)OR (Ester group) ### Final Answer The order of reactivity of the electron-withdrawing groups in activating nucleophilic attack in halobenzene is: **-NO₂ > -C≡N > -CHO > -C(=O)R > -C(=O)OR** ---
Promotional Banner

Topper's Solved these Questions

  • ALKENE, ALKANE & ALKYNE

    ALLEN|Exercise EXERCISE-3|99 Videos
  • ALKENE, ALKANE & ALKYNE

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

    ALLEN|Exercise EXERCISE-1|119 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

The correct IUPAC name of the H-overset(O)overset(||)C-overset(O)overset(||)C-overset(O)overset(||)C-OH is

CH_3-overset(OH)overset(|)(CH)-overset(O)overset(||)(C )-CH_2 - CH_(3) will respond to

In the given reaction R-overset(O)overset(||)(C)-OHoverset([X])toR-overset(O)overset(||)(C)-O-CH_(3) [X] will be:

Give the common names of the following acids: CH_(3)-overset(O)overset(||)C-overset(O)overset(||)C-OH

Give the IUPAC names of the following compounds : CH_3-overset(O)overset(||)C-overset(O)overset(||)C-CH_(3)

ALLEN-ALKENE, ALKANE & ALKYNE -EXERCISE-2
  1. Identify the correct order of reactivity in electrophilic substitution...

    Text Solution

    |

  2. The structure of Wheland intermediate obtained after the attack of Br^...

    Text Solution

    |

  3. Conjugation of electron withdrawing groups, e.e., -CHO, -overset(O)ove...

    Text Solution

    |

  4. Which of the following sttements is//are true

    Text Solution

    |

  5. Text Solution

    |

  6. Most stable frec ratical formed at the position

    Text Solution

    |

  7. Consider the following reaction. (1R,3S)-cis-Bromo-3-methylcycloh...

    Text Solution

    |

  8. consider the following aclolhols : the order of decrasing reactiv...

    Text Solution

    |

  9. The product formed in the following reaction

    Text Solution

    |

  10. Consider the following sequence of reactions C(2)H(5)C -= CH overse...

    Text Solution

    |

  11. In the transformations PhCH=CH(2)overset(ArCO(3)H)underset(CH(2)Cl(2...

    Text Solution

    |

  12. The reativites of methanol (1), 1-propanol (II),2-butanol (III) and 2-...

    Text Solution

    |

  13. CH(3)-underset(CH(3))underset(|)overset(CH(3))overset(|)C-O-CH(2)-CH(3...

    Text Solution

    |

  14. Consider the following sequence of rections. The end product (B) ...

    Text Solution

    |

  15. In the reaction +Hclrarr the major product formed is

    Text Solution

    |

  16. Consider the following reaction. The product (A) is

    Text Solution

    |

  17. In the reaction underset(H^(+))overset(H(2)O^(18))rarrA, the product ...

    Text Solution

    |

  18. The compound which does not react with sodium , is

    Text Solution

    |

  19. An ether which cannot be cleaved by HI at 373 K. The compound is

    Text Solution

    |

  20. Which of the following reactions can be used to prepare CH(3)-underset...

    Text Solution

    |