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2,3-dibromobutane is treated with sodium...

2,3-dibromobutane is treated with sodium amide (excess) in liquid ammonia. The main product is

A

but-1-yne

B

buta-1,2-diene

C

but-2-yne

D

buta-1,3-diene

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To solve the question regarding the reaction of 2,3-dibromobutane with sodium amide in liquid ammonia, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: We have 2,3-dibromobutane (C4H8Br2) as our starting material. Its structure can be represented as follows: ``` CH3-CH(Br)-CH(Br)-CH3 ``` Here, bromine atoms are attached to the second and third carbon atoms of the butane chain. 2. **Understand the Role of Sodium Amide**: Sodium amide (NaNH2) is a strong base. In this reaction, it will act to deprotonate (remove hydrogen) from the adjacent carbon atoms, facilitating the elimination of bromine atoms. 3. **First Elimination Reaction**: Sodium amide will first extract a hydrogen atom from the carbon adjacent to one of the bromine atoms. - The hydrogen can be removed from carbon 1 or carbon 4 (which have three hydrogens each) or from carbon 2 (which has one hydrogen due to the presence of Br). - However, since carbon 2 is bonded to Br (an electron-withdrawing group), it is less stable for hydrogen to be removed from here. Let's assume the hydrogen is removed from carbon 1: ``` CH3-CH(Br)-CH(Br)-CH2- → CH2=CH(Br)-CH(Br)-CH3 + NaBr + NH3 ``` 4. **Second Elimination Reaction**: The product from the first elimination still contains a bromine atom on carbon 3. Sodium amide will again act to remove a hydrogen atom, this time from carbon 3: ``` CH2=CH(Br)-CH(Br)-CH3 → CH2=CH-C≡C-CH3 + NaBr + NH3 ``` 5. **Final Product**: After both elimination reactions, the main product formed is 2-butyne (Bute-2-yne), which can be represented as: ``` CH3-C≡C-CH3 ``` ### Conclusion: The main product of the reaction of 2,3-dibromobutane with excess sodium amide in liquid ammonia is **2-butyne (Bute-2-yne)**.

To solve the question regarding the reaction of 2,3-dibromobutane with sodium amide in liquid ammonia, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: We have 2,3-dibromobutane (C4H8Br2) as our starting material. Its structure can be represented as follows: ``` CH3-CH(Br)-CH(Br)-CH3 ...
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Knowledge Check

  • Chloroethene is treated with sodium amide in liquid ammonia. The major product is

    A
    acetylene
    B
    ethenamine
    C
    sodium ethynide
    D
    2-chloroethenamine
  • o-Methoxybromobenzene is treated with sodamide and then with ammonia. The product formed is

    A
    o-Methoxybromobenzene
    B
    Aniline
    C
    Methoxybenzene
    D
    m-Methoxyaniline
  • 2-Butyne which treated with lithium I presence of liquid ammonia gives

    A
    cis-2-butene
    B
    trans-2-butene
    C
    n-butane
    D
    1-butyne
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