- A1 – bromo -2 - methylbutane
- B2 – bromo -2 - methylbutane
- C2 – bromo -3 - methylbutane
- D1 – bromo -3 – methylbutane
View written solutionFree
Correct answer: B
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Identify the reaction type
Bromine in the presence of sunlight () reacts with alkanes by free radical substitution.
So, in -methylbutane, one of the hydrogen atoms is replaced by bromine.
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Write the structure of -methylbutane
Numbering the carbon chain:
Carbon is attached to three carbons, so it is a tertiary carbon and has one tertiary hydrogen.
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Find the different types of hydrogens
In -methylbutane, we have:
- 1 tertiary hydrogen at carbon
- 2 secondary hydrogens at carbon
- 9 primary hydrogens on the three methyl groups
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Use selectivity of bromination
Bromination is highly selective. The reactivity order is:
Therefore, bromine substitutes mainly at the tertiary hydrogen position.
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Form the major product
Replacing the tertiary hydrogen at carbon by bromine gives:
This is named:
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Check options
- A: -bromo--methylbutane primary substitution, not major
- B: -bromo--methylbutane tertiary substitution, major product
- C: -bromo--methylbutane same type not corresponding to the major tertiary substitution here
- D: -bromo--methylbutane not the major product
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Final answer
The main product is:
So the correct option is B.
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