Benzonitrile (C6H5CN) is reduced to two different products depending on the reducing agent used. Treatment with lithium aluminum hydride followed by water forms K, which has a molecular ion in its mass spectrum at 107 and the following IR absorptions: 3373,3290, 3062, 2920, and 1600 cm-1. Treatment with a milder reducing agent forms L, which has a molecular ion in its mass spectrum at 106 and the following IR absorptions: 3086, 2850, 2820, 2736,1703, and 1600 cm-1. L shows fragments in its mass spectrum at m/z = 105 and 77. Propose structures for K and L and explain how you arrived at your conclusions.
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