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The major product obtained when tert- bu...

The major product obtained when tert- butyl bromide is heated with sodium ethoxide is

A

2-Methy1-1-propene

B

Ehene

C

tert- Buty1methy1ether

D

Diethyl ether

Text Solution

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The correct Answer is:
To determine the major product obtained when tert-butyl bromide is heated with sodium ethoxide, we can follow these steps: ### Step 1: Identify the Reactants The reactants in this reaction are tert-butyl bromide (C4H9Br) and sodium ethoxide (C2H5ONa). ### Step 2: Understand the Structure of Tert-Butyl Bromide Tert-butyl bromide has the following structure: - It is a tertiary alkyl halide, which means it has a carbon atom bonded to three other carbon atoms and one bromine atom. The structure can be represented as: ``` CH3 | CH3-C-CH2-Br | CH3 ``` ### Step 3: Analyze the Reaction Type When a tertiary alkyl halide reacts with an alkoxide, two possible pathways can occur: substitution (SN2 or SN1) or elimination (E2). However, due to the steric hindrance around the tertiary carbon, elimination is favored over substitution. ### Step 4: Determine the Major Product Since tert-butyl bromide is a tertiary halide, the reaction with sodium ethoxide will lead to the formation of an alkene via an elimination reaction (E2 mechanism). The major product will be the most stable alkene formed from the elimination of HBr. The elimination will occur as follows: - The bromine atom will leave, and a hydrogen atom will be removed from one of the adjacent carbon atoms, resulting in the formation of a double bond. ### Step 5: Identify the Alkene Product The major product formed from this reaction is 2-methylpropene (also known as isobutylene). The structure of 2-methylpropene can be represented as: ``` CH3 | CH2=C-CH3 | CH3 ``` ### Conclusion The major product obtained when tert-butyl bromide is heated with sodium ethoxide is **2-methylpropene**.
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Knowledge Check

  • The almost exclusive product obtained when tert-butyl bromide is heated with sodium ethoxdie is

    A
    Isobutylene
    B
    Ethene
    C
    tert-Butyl methyl ether
    D
    Isobutane.
  • Tert-butyl bromide on treatment with sodium methoxide yields

    A
    sodium tertiary butoxide
    B
    methyl tertiary butyl ether
    C
    tert-butyl alcohol
    D
    iso-butylene
  • The product(s) obtained when t-butyl bromide is treated with alcoholic ammonia is ________.

    A
    `(CH_(3))_(3)C-NH_(3)^(+)OH^(-)+HBr`
    B
    `(CH_(3))_(3)C=CH_(2)+NH_(4)Br`
    C
    `(CH_(3))_(3)C-OH+NH_(4)Br`
    D
    `(CH_(3))_(3)C-NH_(3)^(+)Br^(-)`
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