Home
Class 12
CHEMISTRY
Which of the following presents the corr...

Which of the following presents the correct order of the acidity in the given compounds?

A

`FCH_(2)COOH gt ClCH_(2)COOH gt BrCH_(2)COOH gt CH_(3)COOH`

B

`CH_(3)COOH gt BrCH_(2)COOHgtClCH_(2)COOH gt FCH_(2)COOH`

C

`FCH_(2)COOHgtCH_(3)COOH gt BrCH_(2)COOH gt ClCH_(2)COOH`

D

`BrCH_(2)COOH gt ClCH_(2)COOH gt FCH_(2)COOH gt CH_(3)COOH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidity among the given compounds (acetic acid, fluoroacetic acid, chloroacetic acid, and bromoacetic acid), we will analyze the stability of their conjugate bases. The acidity of a compound is influenced by the stability of the conjugate base formed after the removal of a proton (H⁺). ### Step-by-Step Solution: 1. **Identify the Compounds**: We have four compounds: - Acetic Acid (CH₃COOH) - Fluoroacetic Acid (FCH₂COOH) - Chloroacetic Acid (ClCH₂COOH) - Bromoacetic Acid (BrCH₂COOH) 2. **Form the Conjugate Bases**: When each acid donates a proton (H⁺), it forms the following conjugate bases: - Acetate Ion (CH₃COO⁻) - Fluoroacetate Ion (FCH₂COO⁻) - Chloroacetate Ion (ClCH₂COO⁻) - Bromoacetate Ion (BrCH₂COO⁻) 3. **Analyze the Effects of Halogens**: The halogens (F, Cl, Br) are electronegative and exhibit a -I (inductive) effect, which stabilizes the negative charge on the conjugate base. The strength of this inductive effect depends on the electronegativity of the halogen: - Fluorine (F) has the highest electronegativity, followed by chlorine (Cl), and then bromine (Br). 4. **Stability of Conjugate Bases**: - **Fluoroacetate Ion (FCH₂COO⁻)**: The presence of fluorine stabilizes the negative charge the most due to its high electronegativity. - **Chloroacetate Ion (ClCH₂COO⁻)**: Chlorine is less electronegative than fluorine, so it provides less stabilization than fluoroacetate. - **Bromoacetate Ion (BrCH₂COO⁻)**: Bromine is the least electronegative among the three halogens, providing the least stabilization. - **Acetate Ion (CH₃COO⁻)**: The acetate ion does not have any halogen to stabilize the negative charge, making it less stable compared to the halogenated derivatives. 5. **Order of Acidity**: Based on the stability of the conjugate bases, we can establish the order of acidity: - **Fluoroacetic Acid > Chloroacetic Acid > Bromoacetic Acid > Acetic Acid** ### Final Order of Acidity: Fluoroacetic Acid > Chloroacetic Acid > Bromoacetic Acid > Acetic Acid
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise COMPETITION FOCUS JEE (MAIN AND ADVANCED)/MEDICAL ENTRANCE SPECIEAL (MULTIPLE CHOICE QUESTIONS-II WITH ONE OR MORE THAN ONE CORRECT ANSWER)|1 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise COMPETITION FOCUS JEE (MAIN AND ADVANCED)/MEDICAL ENTRANCE SPECIEAL (MULTIPLE CHOICE QUESTIONS-II WITH ONE CORRECT ANSWER)|12 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise VALUE BASED QUESTIONS WITH ANSWERS|3 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

Which of the following present the correct order of acidity in the given compound :

Which of the following represents the correct order of acidity?

Which of the following represents the correct of the acidity in the given compounds ?

Which of the following represents the correct order of the acidic strength in the given compounds ?

Which of the following is the correct order of acidity ?

PRADEEP-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -COMPETITION FOCUS JEE (MAIN AND ADVANCED)/MEDICAL ENTRANCE SPECIEAL (MULTIPLE CHOICE QUESTIONS-I WITH ONE CORRECT ANSWER)
  1. The correct order of acidic strength of carboxylic acid is

    Text Solution

    |

  2. Which of the following compounds would have the smallest value of pK(a...

    Text Solution

    |

  3. Which of the following presents the correct order of the acidity in th...

    Text Solution

    |

  4. The correct order of decreasing acid strength of trichloroacetic acid ...

    Text Solution

    |

  5. The strongest acid amongst the following compounds is?

    Text Solution

    |

  6. The decreasing order of acidity among the following compounds is : ...

    Text Solution

    |

  7. The correct order of strengths of the carboxylic acids

    Text Solution

    |

  8. The correct acididty order of the following is

    Text Solution

    |

  9. Among the following compounds the most acidic is

    Text Solution

    |

  10. The correct order of acidity for following compounds is

    Text Solution

    |

  11. Arrange the following acids in order of their increasing acidity

    Text Solution

    |

  12. The correct increasing order of the acid strength of benzoic acid (I),...

    Text Solution

    |

  13. Among the given compounds, the most susceptible to nucleophilic attack...

    Text Solution

    |

  14. Compound (A) ,C(8)H(9)Br gives a white precipitate when warmed with a...

    Text Solution

    |

  15. When acetyl chloride reacts with sodium propionate, the product formed...

    Text Solution

    |

  16. The correct set of reagents for the following conversions is

    Text Solution

    |

  17. Among the following compounds, the one (s) that gives (gives) efferves...

    Text Solution

    |

  18. A liquid was mixed with ethanol and a drop of concentrated H(2) SO(4) ...

    Text Solution

    |

  19. Sodium ethoxide has reacted with ethanoyl chloride. The compound that ...

    Text Solution

    |

  20. CH(3)COOH overset(LiAlH(4))toA A+CH(3)COOH overset(H(3)O^(+))to B+H(...

    Text Solution

    |