Home
Class 12
CHEMISTRY
Which is decreasing order of acidity in,...

Which is decreasing order of acidity in,
`HCOOH(I), CH_(3)COOH(II), CH_(3)CH_(2)COOH(III) and C_(6)H_(5)COOH(IV)`?

A

`IgtIIgtIIIgtIV`

B

`IVgtIIIgtIIgtI`

C

`IVgtIgtIIgtIII`

D

`IgtIVgtIIgtIII`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the decreasing order of acidity among the compounds HCOOH (formic acid), CH₃COOH (acetic acid), CH₃CH₂COOH (propanoic acid), and C₆H₅COOH (benzoic acid), we need to analyze the influence of substituents on the acidity of these carboxylic acids. ### Step-by-Step Solution: 1. **Identify the Compounds:** - HCOOH (I): Formic acid - CH₃COOH (II): Acetic acid - CH₃CH₂COOH (III): Propanoic acid - C₆H₅COOH (IV): Benzoic acid 2. **Understand Acidity in Carboxylic Acids:** - The acidity of carboxylic acids is primarily determined by the stability of the conjugate base formed after deprotonation. A more stable conjugate base corresponds to a stronger acid. 3. **Analyze Electron Withdrawing and Donating Effects:** - Electron-withdrawing groups (EWGs) increase acidity by stabilizing the negative charge on the conjugate base. - Electron-donating groups (EDGs) decrease acidity by destabilizing the conjugate base. 4. **Evaluate Each Compound:** - **HCOOH (I)**: No substituents, so it has the highest acidity. The conjugate base is stable as there are no destabilizing effects. - **C₆H₅COOH (IV)**: The phenyl group (C₆H₅) can act as a mild electron-withdrawing group due to resonance. This stabilizes the conjugate base, making it more acidic than the alkyl-substituted acids. - **CH₃COOH (II)**: The methyl group (CH₃) is an electron-donating group, which slightly decreases acidity compared to HCOOH and C₆H₅COOH. - **CH₃CH₂COOH (III)**: The ethyl group (CH₂CH₃) is also an electron-donating group, making it the least acidic among the four compounds. 5. **Determine the Order of Acidity:** - Based on the analysis, the decreasing order of acidity is: 1. HCOOH (I) 2. C₆H₅COOH (IV) 3. CH₃COOH (II) 4. CH₃CH₂COOH (III) ### Final Order of Acidity: **HCOOH > C₆H₅COOH > CH₃COOH > CH₃CH₂COOH**
Promotional Banner

Topper's Solved these Questions

  • BASIC PRINCIPLES OF ORGANIC COMPOUNDS (MECHANISM OF ORGANIC REACTIONS)

    OP TANDON|Exercise OBJECTIVE QUESTIONS (Level-B)|25 Videos
  • BASIC PRINCIPLES OF ORGANIC COMPOUNDS (MECHANISM OF ORGANIC REACTIONS)

    OP TANDON|Exercise SET II|24 Videos
  • BASIC PRINCIPLES OF ORGANIC COMPOUNDS (MECHANISM OF ORGANIC REACTIONS)

    OP TANDON|Exercise BRAIN STORMING PROBLEMS|14 Videos
  • BASIC PRINCIPLES

    OP TANDON|Exercise SECTION V INTEGER ANSWER TYPE QUESTION|3 Videos
  • CARBOXYLIC ACIDS AND THEIR DERIVATIVES

    OP TANDON|Exercise Integer|4 Videos

Similar Questions

Explore conceptually related problems

Arrange the following compounds in decreasing order of acidity. (i) ClCH_(2)CH_(2)CH_(2)COOH (ii) CH_(3)CHClCH_(2)COOH (iii) CH_(3)CH_(2)CHClCOOH

Arrange the following in increasing order of acidic strength : (CH_(3))_(2)CHCOOH(I),CH_(3)CH_(2)CH(Br)COOH(II),CH_(3)CH(Br)CH_(2)COOH(III)

Arrange the following in increasing order of acidic strength: ClCH_(2)COOH, CH_(3)CH_(2)COOH, ClCH_(2)CH_(2)COOH, CH_(3)COOH .

Arrange the following carboxylic acids in the decreasing order of their reactivities: (i) CH_(3)COOH(ii) ClCH_(2)COOH(iii) Cl_(2)CHCOOH (iv)Cl_(3)"CC"OOH

Arrange the following in increasing order of acid strength : (i) CH_(3)CH_(2)CH(Br)COOH , (ii) CH_(3)CH(Br)CH_(2)COOH , (iii) CH_(3)COOH

The correct order of acidity of the following compounds is: (I) CH_(3)COOH" "(II)ClCH_(2)COOH" "(III) O_(2)NCH_(2)COOH" "(IV) HOCH_(2)COOH

Arrange the following as stated : 'Increasing order of acidic strength'. ClCH_(2) COOH, CH_(3) CH_(2) COOH, ClCH_(2) CH_(2) COOH, (CH_(3))_(2) CHCOOH, CH_(3) COOH .

OP TANDON-BASIC PRINCIPLES OF ORGANIC COMPOUNDS (MECHANISM OF ORGANIC REACTIONS)-OBJECTIVE QUESTIONS (Level-A)
  1. Which one of the following carbocations is most stable?

    Text Solution

    |

  2. Which is the weakest base of the following whose pK(b) val-use are?

    Text Solution

    |

  3. Which is decreasing order of acidity in, HCOOH(I), CH(3)COOH(II), CH...

    Text Solution

    |

  4. Which one of the following is the weakest base in queous medium ?

    Text Solution

    |

  5. Which of the following compounds prossesses the C-H bonds with the low...

    Text Solution

    |

  6. Which one of the following compounds is most acidic?

    Text Solution

    |

  7. Arragne basicity of the following compounds in decreasing order: CH(...

    Text Solution

    |

  8. Which is the increasing order of acidic strength in the following comp...

    Text Solution

    |

  9. Which of the following compounds is not a Lewis acids?

    Text Solution

    |

  10. Which of the following contains three pairs of electron?

    Text Solution

    |

  11. In the following compounds phenol (I), p-cresol (II), m-nitrophenol (I...

    Text Solution

    |

  12. In the following compounds piperidine (I), pyridine (II), morpholine (...

    Text Solution

    |

  13. The kind of delocalization involving sigma bond orbitals is called:

    Text Solution

    |

  14. Hyperconjugation phenomenon is possible in:

    Text Solution

    |

  15. In the following compounds, anisole (I), benzene (II) and nitrobenzene...

    Text Solution

    |

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

    Text Solution

    |

  17. The most nucleophilic nitrogen is in:

    Text Solution

    |

  18. The order of reactivity of following alcohols, towards conc. HCl is :

    Text Solution

    |

  19. Strongest base is :

    Text Solution

    |

  20. In the reaction of phenol with CHCl(3) and aqueous NaOH at 70^(@), the...

    Text Solution

    |