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Which among the following depicts the co...

Which among the following depicts the correct order of acidity ?

A

`CH_(2) = CH_(2) gt CH_(3) - CH= CH_(2) gt CH_(3) -C-=CH`

B

`CH-=CHgtCH_(3) - C-= CHgtCH_(2) =CH_(2) gt`

C

`CH-= CH gt CH_(2) =CH_(2) gt CH_(3) -C -= CH`

D

`CH_(3) -CH_(3)gt CH_(2) = CH_(2) gt CH_(3) -C -=CH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidity among the given compounds, we will analyze the hybridization of the carbon atoms in each compound and their corresponding S character. The acidity of a compound is influenced by the hybridization of the carbon atom bonded to the hydrogen atom that is being removed (protonated). ### Step-by-Step Solution: 1. **Understanding Hybridization and S Character**: - Acidity increases with increasing S character of the hybridized orbital. - The order of S character is as follows: - sp (50% S character) > sp2 (33% S character) > sp3 (25% S character). 2. **Analyzing Each Compound**: - **CH2=CH2 (Ethene)**: The carbon atoms are sp2 hybridized (33% S character). - **CH3-CH=CH2 (Propene)**: The carbon with the double bond is sp2 hybridized (33% S character), while the CH3 group is sp3 hybridized (25% S character). - **CH≡CH (Ethyne)**: The carbon atoms are sp hybridized (50% S character). - **CH3-C≡CH (Propyne)**: The carbon with the triple bond is sp hybridized (50% S character), while the CH3 group is sp3 hybridized (25% S character). 3. **Comparing Acidity**: - **CH≡CH (Ethyne)** has the highest acidity due to its sp hybridization (50% S character). - **CH3-C≡CH (Propyne)** is less acidic than ethyne because of the +I effect from the CH3 group, which donates electrons. - **CH2=CH2 (Ethene)** and **CH3-CH=CH2 (Propene)** are less acidic than both ethyne and propyne due to their sp2 hybridization (33% S character). 4. **Correct Order of Acidity**: - Based on the analysis, the correct order of acidity is: - CH≡CH > CH3-C≡CH > CH2=CH2 > CH3-CH=CH2 5. **Final Conclusion**: - The second option provided in the question correctly depicts the order of acidity.
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Knowledge Check

  • Which of the following represents the correct order of acidic strength ?

    A
    HOCI lt HOBr lt HOI
    B
    HOCI lt HOI lt HOBr
    C
    HOBr lt HOI lt HOCI
    D
    HOI lt HOBr lt HOCI
  • Which one is the correct order of acidity?

    A
    `CH_2 = CH_2 gt CH_3 - CH = CH_2 gt CH_3 - C -= CH gt CH -= CH`
    B
    `CH -= CH gt CH_3 - C = CH gt CH_2 = CH_2 gt CH_3 - CH_3`
    C
    `CH -= CH gt CH_2 gt CH_2 gt CH_3 - C -= CH gt CH_3 - CH_3`
    D
    `CH_3 - CH_3 gt CH_2 = CH_2 gt CH_3 - C -= CH gt CH -= CH`
  • Which among the following statements are correct?

    A
    `ddot(C)F_(2)` is more stable than `ddot(C)Cl_(2)`
    B
    `ddot(C)Cl_(2)` is more stable than `ddot(C)Br_(2)`
    C
    Singlet `ddot(C)H_(2)` is more stable than triplet `ddot(C)H_(2)`
    D
    Singlet `ddot(C)H_(2)` has planar geometry
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