Home
Class 12
CHEMISTRY
Which of the following correctly shows t...

Which of the following correctly shows the order of decreasing basicity -

A

Aniline `gt` o-nitroaniline `gt` p-nitroanilne `gt` m-nitroaniline

B

Anili ne `gt ` p -nitroaniline `gt` o-nitroaniline `gt` m-nitroaniline

C

Aniline `gt` m-nitroaniline `gt ` p- nitroaniline `gt -` o-nitroaniline

D

o-Nitroaniline `gt` p-nitroaniline `gt` aniline `gt` m-nitroaniline

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of decreasing basicity among the given compounds, we will analyze the structures and the effects of substituents on the basicity of each compound. ### Step-by-Step Solution: 1. **Identify the Compounds**: The compounds we are considering are: - Aniline (C6H5NH2) - Meta-nitroaniline (C6H4(NH2)(NO2) at the meta position) - Para-nitroaniline (C6H4(NH2)(NO2) at the para position) - Ortho-nitroaniline (C6H4(NH2)(NO2) at the ortho position) 2. **Understand Basicity**: Basicity refers to the ability of a compound to donate a lone pair of electrons. The more available the lone pair is for donation, the more basic the compound is. 3. **Analyze Aniline**: - Aniline has an amino group (NH2) attached to a benzene ring. - The lone pair on the nitrogen can participate in resonance with the benzene ring, but it is still relatively available for donation. - Thus, aniline is moderately basic. 4. **Analyze Meta-nitroaniline**: - The nitro group (NO2) is an electron-withdrawing group and is positioned at the meta position. - The inductive effect of the nitro group decreases the electron density on the nitrogen atom, making the lone pair less available for donation. - Therefore, meta-nitroaniline is less basic than aniline. 5. **Analyze Para-nitroaniline**: - In para-nitroaniline, the nitro group is also an electron-withdrawing group. - However, the resonance effect is less significant compared to the ortho position because the lone pair on nitrogen can still participate in resonance, but the nitro group is farther away than in the ortho position. - Thus, para-nitroaniline is less basic than aniline but more basic than meta-nitroaniline. 6. **Analyze Ortho-nitroaniline**: - In ortho-nitroaniline, the nitro group is positioned adjacent to the amino group. - This proximity allows for strong resonance delocalization of the lone pair on nitrogen into the nitro group, significantly reducing the availability of the lone pair for donation. - Therefore, ortho-nitroaniline is the least basic of the four compounds. 7. **Order of Basicity**: Based on the analysis: - Aniline > Para-nitroaniline > Meta-nitroaniline > Ortho-nitroaniline ### Final Answer: The order of decreasing basicity is: **Aniline > Para-nitroaniline > Meta-nitroaniline > Ortho-nitroaniline**

To determine the order of decreasing basicity among the given compounds, we will analyze the structures and the effects of substituents on the basicity of each compound. ### Step-by-Step Solution: 1. **Identify the Compounds**: The compounds we are considering are: - Aniline (C6H5NH2) - Meta-nitroaniline (C6H4(NH2)(NO2) at the meta position) - Para-nitroaniline (C6H4(NH2)(NO2) at the para position) ...
Promotional Banner

Topper's Solved these Questions

  • ORGANIC CHEMISTRY

    PHYSICS WALLAH|Exercise NEET PAST 5 YEARS QUESTIONS |13 Videos
  • ORGANIC CHEMISTRY

    PHYSICS WALLAH|Exercise NEET PAST 5 YEARS QUESTIONS |13 Videos
  • MOLECULARITY

    PHYSICS WALLAH|Exercise NEET Past 5 Years Questions|30 Videos
  • POLYMERS

    PHYSICS WALLAH|Exercise NEET Past 5 Years Questions|7 Videos

Similar Questions

Explore conceptually related problems

Which of the following shows the correct order of decreasing basicity in gas phase?

Which of the following shows the correct order of decreasing basic strength in benzene medium?

Which of the following options shows the correct order of decreasing acidity:

Which of the following is correctly ordered :

Which of the following correctly represents the order of atomic radii

Which of the following arrangements shows the correct order of decreasing paramagnetism?

which of the following is the correct order of gradually decreasing basic nature of the oxides?

PHYSICS WALLAH-ORGANIC CHEMISTRY -LEVEL - 2
  1. How many equally stable resonating structures are possible for (troph...

    Text Solution

    |

  2. The most unlikely representation of resonance structure of p-nitrophen...

    Text Solution

    |

  3. Arrange the following groups in order of decreasing +M effect (i) -o...

    Text Solution

    |

  4. Electron density order in the benzene nucleus is

    Text Solution

    |

  5. Which of the following group has the maximum hyperconjugation effect ?

    Text Solution

    |

  6. Arrange in the stability order of following :

    Text Solution

    |

  7. Which of the following compound is an Aromatic in nature ?

    Text Solution

    |

  8. The hybridisation of nitrogen in (pyrrole) is:

    Text Solution

    |

  9. The geometry of a methy carbocation and methyl carbanion is likely to ...

    Text Solution

    |

  10. The stability of given free radicals in decreasing order is (i) CH(3...

    Text Solution

    |

  11. The most stable carbocation is :

    Text Solution

    |

  12. Which of the following represents the correct of order of stability of...

    Text Solution

    |

  13. Which one of the following carbocations is most stable ?

    Text Solution

    |

  14. The stability order of the following carbanions is : (R3 = CH3) (i)R...

    Text Solution

    |

  15. Which of the following alcohol is the strongest acid?

    Text Solution

    |

  16. Which of the following is a poly basic acid?

    Text Solution

    |

  17. Which one of the following compound is most basic ?

    Text Solution

    |

  18. The correct order of +M effect of 'N' containing functional group on b...

    Text Solution

    |

  19. Which of the following would be expected to be easily dissociated in w...

    Text Solution

    |

  20. Which of the following correctly shows the order of decreasing basicit...

    Text Solution

    |