A student has isolated a chiral alkyl halide (shown below) with a specific rotation of [a] 22.1º. The student decided to store the compound in the solvent MeOH overnight Iowever, reanalysis of the alkyl halide showed a new chemical formula of C1H160 with specific rotation of [a] = 0°. Suggest a mechanism to justify these results. %3D

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A student has isolated a chiral alkyl halide (shown below) with a specific rotation of [a] =
+22.1°. The student decided to store the compound in the solvent MeOH overnight.
However, reanalysis of the alkyl halide showed a new chemical formula of C1H160 with
a specific rotation of [a] = 0°. Suggest a mechanism to justify these results.
Br
Transcribed Image Text:A student has isolated a chiral alkyl halide (shown below) with a specific rotation of [a] = +22.1°. The student decided to store the compound in the solvent MeOH overnight. However, reanalysis of the alkyl halide showed a new chemical formula of C1H160 with a specific rotation of [a] = 0°. Suggest a mechanism to justify these results. Br
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