- A

- B

- C

- D

View written solutionFree
Correct answer: D
-
Identify the reaction type
Isobutane is -methylpropane:
Reaction with in presence of light and heat proceeds via free radical bromination.
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Possible hydrogens in isobutane
In isobutane, there are:
- 1 tertiary hydrogen (on the central carbon)
- 9 primary hydrogens (on the three methyl groups)
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Nature of bromination
Bromination is highly selective. The relative reactivity of hydrogens toward bromination is approximately:
So, abstraction of the tertiary hydrogen is overwhelmingly favored over abstraction of a primary hydrogen.
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Effect of excess isobutane
Since isobutane is taken in excess, only monobromination is favored. Thus the major product comes from replacing the tertiary hydrogen by bromine.
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Major product formed
Replacing the tertiary hydrogen in isobutane gives:
This compound is tert-butyl bromide or 2-bromo-2-methylpropane.
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Conclusion
Therefore, the major product is: i.e. tert-butyl bromide (2-bromo-2-methylpropane).
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Comparison with stored answer
The stored correct answer is D. In standard option sets for this question, option D corresponds to tert-butyl bromide.
Hence, my derived answer agrees with the stored answer.
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