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Reaction of t-butyl bromide with sodium ...

Reaction of `t-`butyl bromide with sodium methoxide produces

A

`t-`butyl methyl ether

B

isobutylene

C

isobutane

D

Sodium `t-`butoxide

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of t-butyl bromide with sodium methoxide, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants are t-butyl bromide (C4H9Br) and sodium methoxide (CH3ONa). - The structure of t-butyl bromide is (CH3)3CBr, which has a tertiary carbon attached to a bromine atom. 2. **Determine the Type of Reaction**: - Sodium methoxide is a strong base and a good nucleophile. When it reacts with t-butyl bromide, we need to consider the mechanism. - Tertiary halides typically undergo elimination reactions rather than substitution due to steric hindrance. 3. **Mechanism of Reaction**: - The reaction will proceed via an E1 mechanism (unimolecular elimination). - In the E1 mechanism, the first step involves the formation of a carbocation after the bromine leaves, resulting in a t-butyl cation (C4H9+). 4. **Elimination Step**: - The methoxide ion (CH3O-) can then abstract a proton from a β-carbon (the carbon adjacent to the carbocation). - This results in the formation of an alkene through dehydrohalogenation. 5. **Product Formation**: - The major product formed from this reaction is isobutylene (or 2-methylpropene), which has the structure CH2=C(CH3)2. - The elimination leads to the formation of a double bond between the two carbons. 6. **Final Product**: - The final product of the reaction between t-butyl bromide and sodium methoxide is isobutylene (2-methylpropene). ### Conclusion: The product of the reaction of t-butyl bromide with sodium methoxide is isobutylene (2-methylpropene). ---

To solve the question regarding the reaction of t-butyl bromide with sodium methoxide, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants**: - The reactants are t-butyl bromide (C4H9Br) and sodium methoxide (CH3ONa). - The structure of t-butyl bromide is (CH3)3CBr, which has a tertiary carbon attached to a bromine atom. ...
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Assertion: t-Butyl methyl ether is not prepared by the reaction of t-butyl bromide with sodium methoxide. Reason: Sodium methoxide is a strong nucleophile.

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Knowledge Check

  • The reaction of tert-butyl bromide with sodium methoxide produces mainly-

    A
    iso-butane
    B
    iso-butylene
    C
    tert-butyl methyl ether
    D
    sodium tert butoxide
  • Reaction of tert-butyl vromide with sodium methoxide produces _________.

    A
    isobutane
    B
    isobutylene
    C
    sodium tert-butoxide
    D
    tert-butyl methyl ether
  • The reaction of t-Butylbromide with sodium methoxide produces mainly

    A
    Isobutane
    B
    Isobutylene
    C
    t-Butyl methyl ether
    D
    Sodium tert-butoxide
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