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Neopentyl bromide undergoes dehydro halo...

Neopentyl bromide undergoes dehydro halogenation to give alkene even though it has no `beta-` hydrogen. This is due to `:`

A

`E_(2)` mechanism

B

`E_(1)` mechanism

C

Due to rearrangement of carbocation by `E_(1)` mechanism

D

`E_(1)` do mechanism

Text Solution

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The correct Answer is:
C

Rearrangement of carbocation by `E_(1)` mechanism
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Neopentyl bromide undergoes dehydrohalogenation to give alkene even though it has no beta -hydrogen. This is due to :

The removal of two atoms or groups one generally hydrogen (H^(+)) and the other a leaving group (L^(-)) resulting in the formation of unsaturated compound is known as elimination reaction. In E_(1) (elimination) reactions the C-L bond is broken heterolytically (in step 1) to form a carbocation (as in S_(N^(1)) reaction) in which (L^(-)) is lost (rate determining step). The carbocation (in step 2) loses a proton from the beta- carbon atom by a base (nucleophile) to form an alkene. E_(1) reaction is favoured in compounds in which the leaving group is at secondar (2^(@)) or tertiary (3^(@)) Position. In E_(2) (elimination) reactions two sigma bonds are broken and a pi- bond is formed simultaneously. E_(2) reactions occur in one step through a transition state. E_(2) reactions are most common in haloalkanes (particulary 1^(@) ) and better the leaving group higher is the E_(2) reaction. In E_(2) reactions, both the leaving groups should be antiplaner. E_(1) cb (Elimination unimolecular conjugate base) reaction involves the removal of proton by a conjugate base (step 1) to produce carbanion which loses a leaving group to form an alkene (step 2) and is a slow step Neopentyl bromide undergoes dehydrohalogenation to give alkene even though it has no beta- hydrogen.This is due to :

Neopentyl bormide, undergoes dehydrohalogenation to give alkenes even though it has no beta-H . This is due to

2,3-Dimethyl-2-butene undergoes catalytic hydrogenation to give

Phosphorus in pentavalent state is more stable when compared to that of nitrogen in the same state even though they belong to same group. This is due to

Neopentyl bromide is heated with an alcoholic KOH solution. The major alkene formed is

Knowledge Check

  • Neopentyl bromide undergoes dehydrohalogenation to give alkene even though it has no beta -hydrogen. This is due to :

    A
    `E_(2)` mechanism
    B
    `E_(1)` mechanism
    C
    Hofmann elimination
    D
    rearrangement of carbocation by `E_(1)` mechanism

  • Neopentyl bromide undergoes dehydrohalogenation to give alkene even though it has no beta -hydrogen. This is due to

    A
    `E_(2)` mechanism
    B
    `E_(1)` mechanism
    C
    Due to rearrangement of carbocation by `E_(1)` mechanism
    D
    `E_(1)` cb mechanism

  • The removal of two atoms or groups one generally hydrogen (H^(+)) and the other a leaving group (L^(-)) resulting in the formation of unsaturated compound is known as elimination reaction. In E_(1) (elimination) reactions the C-L bond is broken heterolytically (in step 1) to form a carbocation (as in S_(N^(1)) reaction) in which (L^(-)) is lost (rate determining step). The carbocation (in step 2) loses a proton from the beta- carbon atom by a base (nucleophile) to form an alkene. E_(1) reaction is favoured in compounds in which the leaving group is at secondar (2^(@)) or tertiary (3^(@)) Position. In E_(2) (elimination) reactions two sigma bonds are broken and a pi- bond is formed simultaneously. E_(2) reactions occur in one step through a transition state. E_(2) reactions are most common in haloalkanes (particulary 1^(@) ) and better the leaving group higher is the E_(2) reaction. In E_(2) reactions, both the leaving groups should be antiplaner. E_(1) cb (Elimination unimolecular conjugate base) reaction involves the removal of proton by a conjugate base (step 1) to produce carbanion which loses a leaving group to form an alkene (step 2) and is a slow step Neopentyl bromide undergoes dehydrohalogenation to give alkene even though it has no beta- hydrogen.This is due to :

    A
    `E_(2)`mechanism
    B
    `E_(1)` mechanism
    C
    due to rearrangement of carbocation by `E_(1)` mechanism
    D
    `E_(1)` cb mechanism
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    2. Which of the following is most reactive toward nucleophilic substituti...

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    3. Neopentyl bromide undergoes dehydro halogenation to give alkene even t...

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    4. In electrophilic aromatic substitution reaction, the nitro group is me...

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    5. Find the product of the given reaction

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    7. Dehydrohalogenation in presence of OH^(-) is correctly represented by

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    8. The enantiomeric pair among the following four structures

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    9. The major product formed in the reaction

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    10. Which of the following are correct chain isomers of butane ? (i) <im...

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    11. Match the following Column A to Column B

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    12. In the reaction benzene with an electrophile E^(+), the structure of t...

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    13. The major product in the following reaction is

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    14. The major product of the following reaction is

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    15. Which of the following are correct chain isomers of butane ? (i) <im...

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    16. The order of S(N)1 reactivity in aqueous aceic acid solution for the c...

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