Home
Class 12
CHEMISTRY
Statement-1: Ortho nitro phenol is more ...

Statement-1: Ortho nitro phenol is more acidic than orthomethoxy Phenol
Statement-2: `NO_(2)` is a deactivating group while `OCH_(3)` is activating group .

A

Statement-1 is True, Statement-2 is True, Statement-2 is a correct explanation for Statement-1

B

Statement-1 is True, Statement-2 is True, Statement-2 is NOT a correct explanation for Statement-1

C

Statement-1 is True, Statement-2 is False.

D

Statement-1 is False, Statement-2 is True.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the acidity of ortho-nitrophenol and ortho-methoxyphenol based on the influence of their substituents on the stability of their conjugate bases. ### Step-by-Step Solution: 1. **Identify the Structures**: - Draw the structure of **ortho-nitrophenol** (2-nitrophenol): - It consists of a phenolic ring with a hydroxyl group (-OH) and a nitro group (-NO2) at the ortho position. - Draw the structure of **ortho-methoxyphenol** (2-methoxyphenol): - It consists of a phenolic ring with a hydroxyl group (-OH) and a methoxy group (-OCH3) at the ortho position. 2. **Determine the Conjugate Bases**: - For **ortho-nitrophenol**, when it donates a proton (H+), the conjugate base formed is: - \[ \text{C}_6\text{H}_4(\text{NO}_2)\text{O}^- \] - For **ortho-methoxyphenol**, when it donates a proton, the conjugate base formed is: - \[ \text{C}_6\text{H}_4(\text{OCH}_3)\text{O}^- \] 3. **Analyze Stability of Conjugate Bases**: - The stability of the conjugate base is crucial for determining acidity. - The **nitro group (-NO2)** is a strong electron-withdrawing group due to its -M (minus mesomeric) effect. This decreases electron density on the ring and stabilizes the negative charge on the oxygen in the conjugate base. - The **methoxy group (-OCH3)** is an electron-donating group due to its +M (plus mesomeric) effect. This increases electron density on the ring and destabilizes the negative charge on the oxygen in the conjugate base. 4. **Compare Acidity**: - Since the conjugate base of ortho-nitrophenol is more stable due to the electron-withdrawing effect of the nitro group, ortho-nitrophenol is more acidic than ortho-methoxyphenol. - Conversely, the conjugate base of ortho-methoxyphenol is less stable due to the electron-donating effect of the methoxy group, making it less acidic. 5. **Evaluate the Statements**: - **Statement 1**: "Ortho nitro phenol is more acidic than ortho methoxy phenol." - This statement is **true**. - **Statement 2**: "NO2 is a deactivating group while OCH3 is an activating group." - This statement is also **true**. 6. **Conclusion**: - Both statements are true, and Statement 2 correctly explains Statement 1. Therefore, the answer is that both statements are true, and Statement 2 is the correct explanation for Statement 1. ### Final Answer: Both statements are true, and Statement 2 is the correct explanation for Statement 1. ---

To solve the problem, we need to analyze the acidity of ortho-nitrophenol and ortho-methoxyphenol based on the influence of their substituents on the stability of their conjugate bases. ### Step-by-Step Solution: 1. **Identify the Structures**: - Draw the structure of **ortho-nitrophenol** (2-nitrophenol): - It consists of a phenolic ring with a hydroxyl group (-OH) and a nitro group (-NO2) at the ortho position. - Draw the structure of **ortho-methoxyphenol** (2-methoxyphenol): ...
Promotional Banner

Topper's Solved these Questions

  • QUALITATIVE ANALYSIS PART 1

    RESONANCE ENGLISH|Exercise A.L.P|39 Videos
  • SOLID STATE

    RESONANCE ENGLISH|Exercise PHYSICAL CHEMITRY (SOLID STATE)|45 Videos

Similar Questions

Explore conceptually related problems

Assertion : Phenol is more acidic then m-methoxy phenol Reason : -OCH_(3) shows +I effect

Statement-1- 1 Phenol is more acidic than water Statement-2 Phenoxide ion is resonance stabilized.

Statement-1: Ethyne is stronger acid than ethene. and Statement-2 Introduction of alkyl group activates benzene ring

Statement -1 : Phenol is more acidic than ethyl alcohol Statement -2 : Phenol is a weaker acid than benzoic acid Statement -3 : Phenol is a good substrate to prepare o- salicylic acid

Statement-1: Bond energy of Hl is smaller than that of HBr. Statement-2: HBr is stronger acid than Hl.

Statement-1: Ethyne is more reactive than ethene towards hydrogenation Statement-2: H_(2) in presence of Lindlar catalyst is more reactive than H_(2) with Pd in hydrogenation reaction Statement-3: Dipole moment of o-xylene is greater than m-xylene

Statement-1: For the given two compounds-I is more acidic than compounds-II ltBrgt and Statement-2: Due to presence of -CH_(3) group at ortho positions to -NO_(2) the plane of -NO_(2) deviates, w.r.t plane of ring.

Statement-1: Phenol is more acidic than benzoic acid Statement-2: Fluorbenzene is les reactive than chlorobenzene towards electrophilic substitiution Statement-3: Friedel Craft alkylation is not possible in tertiary butyl benzene

Statement-1 : B_(2)O_(3) is more acidic than BeO. Statement-2 : Ionisation energy of B is more than Be.

Assertion : Ortho nitro phenol is more acidic than meta nitro phenol Reason : Ortho nitro phenol has more –I effect than meta nitro phenol

RESONANCE ENGLISH-RANK BOOSTER-All Questions
  1. Statement-1: Expected major product from the above reaction Statem...

    Text Solution

    |

  2. Statement-1:PhCOCOCOPh forms stable hydrate Statement-2:The compound...

    Text Solution

    |

  3. Statement-1: Ortho nitro phenol is more acidic than orthomethoxy Pheno...

    Text Solution

    |

  4. Statement-1:When 1 mole of benzaldehyde and 1 mole of cyclohexanone is...

    Text Solution

    |

  5. .

    Text Solution

    |

  6. CH3CHO+NH2OHoverset(Delta)toPoverset(H^(o+))toQoverset(Br2//KOH)toR(CH...

    Text Solution

    |

  7. What is Beckmann Rearrangement ? Explain its mechanism with example .

    Text Solution

    |

  8. Intramolecular aldol condensation : The aldol condensation also offe...

    Text Solution

    |

  9. What is Aldol condensation reaction ? Explain with example

    Text Solution

    |

  10. Intramolecular aldol condensation : The aldol condensation also offe...

    Text Solution

    |

  11. How much amount of CaCO3 in gram having percentage purity 50 per cent ...

    Text Solution

    |

  12. Observe the following reactions and its mechanistic steps and intermed...

    Text Solution

    |

  13. Observe the following reactions and its mechanistic steps and intermed...

    Text Solution

    |

  14. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  15. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  16. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  17. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  18. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  19. A gas cylinder was found unattended in a public place. The investigati...

    Text Solution

    |

  20. How much amount of CaCO3 in gram having percentage purity 25 per cent ...

    Text Solution

    |