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The correct order of acidic strength of ...

The correct order of acidic strength of the following is
(I) Oxalic acid `HOOC-COOH`
(II) Malonic acid
`HOOC-CH_(2)-COOH`
(III) Succinic acid
`HOOC-(CH_(2))_(2)-COOH`
(IV) Glutaric acid
`HOOC-(CH_(2))_(3)-COOH`

A

`I gt II gt III gt IV`

B

`I gt III gt II gt IV`

C

`IV gt III gt II gt I`

D

`IV gt II gt III gt I`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidic strength among the given dicarboxylic acids, we need to analyze the stability of their conjugate bases after they lose a proton (H⁺). The conjugate base of a dicarboxylic acid is a carboxylate ion, which is stabilized by electron-withdrawing groups and destabilized by electron-donating groups (like alkyl groups). ### Step-by-Step Solution: 1. **Identify the Compounds:** - (I) Oxalic acid: `HOOC-COOH` - (II) Malonic acid: `HOOC-CH₂-COOH` - (III) Succinic acid: `HOOC-(CH₂)₂-COOH` - (IV) Glutaric acid: `HOOC-(CH₂)₃-COOH` 2. **Understand the Effect of Alkyl Groups:** - Alkyl groups exert a +I (inductive) effect, which increases electron density on the carboxylate ion formed after deprotonation. This destabilizes the conjugate base, leading to a decrease in acidic strength. 3. **Analyze Each Acid:** - **Oxalic Acid (I):** Has no alkyl groups, so it has the highest acidic strength because its conjugate base is the most stabilized. - **Malonic Acid (II):** Contains one alkyl group (CH₂), which exerts a +I effect, thus reducing acidic strength compared to oxalic acid. - **Succinic Acid (III):** Contains two alkyl groups (CH₂-CH₂), further increasing the +I effect and reducing acidic strength compared to malonic acid. - **Glutaric Acid (IV):** Contains three alkyl groups (CH₂-CH₂-CH₂), which will exert the most +I effect, making it the least acidic. 4. **Order of Acidic Strength:** - Based on the analysis, the order of acidic strength from strongest to weakest is: - (I) Oxalic acid > (II) Malonic acid > (III) Succinic acid > (IV) Glutaric acid. 5. **Final Answer:** - The correct order of acidic strength is: - **Oxalic acid > Malonic acid > Succinic acid > Glutaric acid.**
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The correct order for the acidic strength of thhe following compounds is I. CH_(3)COOH II. MeOCH_(2)COOH III. CF_(3)COOH IV. Me_(2)CHCOOH

The correct order of acidic strength of the following compound is : (I) CH_(3)CH_(2)CH_(2)COOH (ii)underset(CN)underset(|)CH_(2)-COOH (III)H_(2)C=CH-CH_(2)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

Why is CH_(2)=CH-COOH a stronger acid than CH_(3)CH_(2)COOH ?

The acid strength of the following carboxylic acids increases in the order ___________. HCOOH gt CH_(3)COOH , CH_(3)CH_(2)COOH , CH_(3)CH_(2)CH_(2)COOH

Which is the increasing order of acidic strength in the following compounds ? CH_(3)CH_(2)CH_(2)COOH(I), "NCCH"_(2)COOH(II), H_(2)C=CHCH_(2)COOH(III)

Give the order of sodalime deccarboxylation of the following acid. (I) CH_(3)COOH CH_(2)=CH-CH_(2)-COOH (III) CH_(2)(COOH)_(2) (IV)

Dicarboxylic acids have carboxylic groups e.g. HOOC-COOH,oxalic acid HOOC -CH_(2)- COOH-Maloic acid HOOC- (CH_(2))_(3) -COOH-Glutaric acid HOOC, (CH_(2))_(4) -COOH,-Adipic acid Acidity of dicarboxylic acids depends upon the stabillity of intermediate ion and upon the distance between two carboxylic groups. shorter the distance between two carboxylic groups, greater is the acididc character. Melting point of the acids depends on the symmetry. greater the symmetry, higher will be the mp. Dicarboxylic acids on heating give monocarboxylic acid, alkanes, cyclic ketones dependings on the conditions. Which of the following is the most acidic ?

Dicarboxylic acids have carboxylic groups e.g. HOOC-COOH,oxalic acid HOOC -CH_(2)- COOH-Maloic acid HOOC- (CH_(2))_(3) -COOH-Glutaric acid HOOC, (CH_(2))_(4) -COOH,-Adipic acid Acidity of dicarboxylic acids depends upon the stabillity of intermediate ion and upon the distance between two carboxylic groups. shorter the distance between two carboxylic groups, greater is the acididc character. Melting point of the acids depends on the symmetry. greater the symmetry, higher will be the mp. Dicarboxylic acids on heating give monocarboxylic acid, alkanes, cyclic ketones dependings on the conditions. Sodium adipate on electrolysis gives :

Knowledge Check

  • Common name of HOOC-(CH_(2))_(4)-COOH is

    A
    glutaric acid.
    B
    adipic acid.
    C
    succinic acid.
    D
    malonic acid.
  • The correct order for the acidic strength of thhe following compounds is I. CH_(3)COOH II. MeOCH_(2)COOH III. CF_(3)COOH IV. Me_(2)CHCOOH

    A
    `IIltIVltIltIII`
    B
    `IVltIltIIIltII`
    C
    `fIVltIltIIltIII`
    D
    `IltIVltIIIltII`
  • The correct order of acidic strength of the following compound is : (I) CH_(3)CH_(2)CH_(2)COOH (ii)underset(CN)underset(|)CH_(2)-COOH (III)H_(2)C=CH-CH_(2)COOH

    A
    `I lt II lt III`
    B
    `I lt III lt II `
    C
    `III lt II lt I`
    D
    `II lt I lt III`
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