Home
Class 12
CHEMISTRY
Which is more stable and why: (CH(3))(3)...

Which is more stable and why: `(CH_(3))_(3)overset(oplus)(C),(CD_(3))_(3)overset(oplus)(C)`?

Text Solution

Verified by Experts

Since D is more electron - releasing than H, - `CD_(3)` is more electron - releasing than `-CH_(3). " " So, (CD_(3))_(3)overset(oplus)(C)` is expected to be more stable than `(CH_(3))_(3)overset(oplus)( C )` . But actually the reverse is true and this can be explained in terms of hyperconjugation. Since the C - H bond is weaker than the C - D bond the hyperconjugative stability of `(CH_(3))overset(oplus)( C )` is greater than that of `(CD_(3))_(3)overset(oplus)( C )`.
Doubtnut Promotions Banner Mobile Dark
|

Topper's Solved these Questions

  • ORGANIC CHEMISTRY : BASIC PRINCIPLES AND TECHNIQUES

    CHHAYA PUBLICATION|Exercise ENTRANCE QUESTION BANK (WBJEE)|1 Videos

  • ORGANIC CHEMISTRY : BASIC PRINCIPLES AND TECHNIQUES

    CHHAYA PUBLICATION|Exercise ENTRANCE QUESTION BANK|97 Videos

  • ORGANIC CHEMISTRY : BASIC PRINCIPLES AND TECHNIQUES

    CHHAYA PUBLICATION|Exercise SLOVED NCERT EXERCISE|38 Videos

  • MODEL QUESTIONS PAPER

    CHHAYA PUBLICATION|Exercise SET III (SECTION II) (GROUP D )|12 Videos

  • P-BLOCK ELEMENTS

    CHHAYA PUBLICATION|Exercise PRACTICE SET 7 (ANSWER THE FOLLOWING QUESTIONS) : -|17 Videos

Similar Questions

Explore conceptually related problems

Which is most stable: (1) (CH_(3))_(3)Coverset(+)(C)H_(2) (2) (CH_(3))_(3)overset(+)(C) (3) CH_(3)CH_(2)overset(+)(C)H_(2) CH_(3)overset(+)(C)HCH_(2)CH_(3) ?

Which of the carbocations is the most stable? (i) CH_(3)CH_(2)overset(oplus)(C)H_(2) (ii) CH_(2)=CH-overset(oplus)(C)H_(2) (iii) C_(6)H_(5)overset(oplus)(C)H_2 (iv) All are equally stable.

Knowledge Check

  • The correct order of stability of (CH_(3))_(2)overset(oplus)(C)H(I),CH_(3)overset(oplus)(C)HOCH_(3)(II)andCICH_(2)overset(oplus)(C)HCH_(3) is-

    A
    `IgtIIgtIII`
    B
    `IIgtIIIgtI`
    C
    `IIgtIgtIII`
    D
    `IIIgtIIgtI`

  • Order of stability of the carbocations: ph_(2)overset(oplus)(C)CH_(2)Me(I), " " phCH_(2)CH_(2)overset(oplus)(C)Hph(II), " " ph_(2)CHoverset(oplus)(C)HMe(III)and ph_(2)C(Me)overset(oplus)(C)H_(2)(IV) is-

    A
    `(IV)gt(II)gt(I)gt(III)`
    B
    `(I)gt(II)gt(III)gt(IV)`
    C
    `(II)gt(I)gt(IV)gt(III)`
    D
    `(I)gt(IV)gt(III)gt(II)`

    • Similar Questions

    Explore conceptually related problems

    Arrange the given carbocations in order of increasing stability and explain the order: (##_Q01.png" width="80%"> CH_(2)=CH-overset(oplus)(C)H_(2)(II),CH_(3)overset(oplus)(C)H_(2)(III), CF_(3)overset(oplus)(C)H_(2)(IV)

    Arrange the following ions in order of increasing basicity and explain the order: CH_(3)overset(oplus)(C)H_(2)(I), " " CH-=overset(oplus)(C)(II), " " CH_(2)=overset(oplus)(C)H(III)

    Explain the given basicity order in aqueous medium: (CH_(3))_(2)overset(* *)(N)H(2^(@))gtCH_(3)overset(* *)(N)H_(2)(1^(@))gt(CH_(3))_(3)overset(* * )(N)(3^(@))

    Draw the resonante structures for the folloiwng compounds. Show the elrcton shift using curvedarrow notation : (1) C_(6)H_(5)OH (2) C_(6)H_(5)NO_(2) (3) CH_(3)CH=CHCHO (4) C_(6)H_(5)-overset(oplus)(C)H_(2) (6) CH_(3)CH=CHoverset(oplus)(C)H_(2)

    Which is the most stable carbocation having formula, overset(oplus)(C)_(4)H_(9) ?

    Draw resonance strutures of following compounds. (1) C_(6)H_(5)OH (2) C_(6)H_(5)NO_(2) (3) CH_(3)CH=CHCHO (4) C_(6)H_(5)CHO (5) C_(6)H_(5)overset(oplus)(C)H_(2) (6) CH_(3)CH=CHoverset(oplus)(C)H_(2)

    Home
    Profile