Compound A, C11H12O, which have a negative Tollens test, was treated with LiAlH4, followed by dilute acid, to give compound B, which could be resolved into enantiomers. When optically active B was treated with CrO3 in pyridine, an optically inactive sample of A was obtained. Heating A with hydrazine in base gave hydrocarbon C, which, when heated with alkaline KMnO4, gave carboxylic acid D. Identify compounds A, B, and C.

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 choose an explanation for how this could be concluded.