When isobutane is monochlorinated in the presence of ultra-violet light, the product obtained in higher yield is:
Correct answer: D. tert-butyl chloride
- A. n-butyl chloride
- B. isobutyl chloride
- C. sec-butyl chloride
- D. tert-butyl chloride
Explanation
Free-radical chlorination of alkanes favors the formation of the most stable radical intermediate. The order of stability for free radicals is tertiary > secondary > primary. Abstraction of the tertiary hydrogen from isobutane leads to the more stable tertiary radical and thus the major product, tert-butyl chloride.
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Hydrocarbons are studied through the structures and reactions of alkanes, alkenes, alkynes and aromatic compounds. Coverage includes free radical substitution in alkanes, electrophilic addition to carbon-carbon multiple bonds, benzene substitution, aromatic stability and the difference between addition reactions of alkenes and substitution reactions of benzene.
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