An alkylhalide (RCI) reacts with Li in ether medium to form RLi, which in turn reacts with H2O to 2-methylbutane. The halide (RCl) also reacts with Na in ether to form 2,7 dimethyloctane. The structure of the alkylhalide is:
Correct answer: D. 1-chloro-3-methylbutane
- A. 1-chloro-2-methylbutane
- B. 2-chloro-2-methylbutane
- C. 2-chloro-3-methylbutane
- D. 1-chloro-3-methylbutane
Explanation
The Wurtz reaction (with Na) couples two alkyl halides, so the product 2,7-dimethyloctane must have come from two molecules of the starting halide. This indicates the halide is a 4-carbon chain with a methyl group. 1-chloro-3-methylbutane fits this description and also yields 2-methylbutane upon reaction with Li/H₂O.
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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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