A task is assigned to an undergraduate student to test two samples (known as compounds K and L) in the laboratory. She placed these two compounds through various scientific tests. She discovered that these compounds have the same molecular formula, C8H8O. When treated with 2,4-dinitrophenylhydrazine, all of these compounds produce brightly coloured precipitate, and both are reduced to an organic compound with the molecular formula C8H10O. However, compound K can be easily oxidized by chromic acid to formed compound N and vice versa for compound L. Furthermore, when both compounds reach with Fehling's solutions, they produce negative results. However, only compound K forms a silver mirror when it reacts with Tollen's reagent, and compound L does not. Identify the possible formulae for compounds K, L, and N by ignoring their possible isomerism. Indicate the formation of compound N from compound K. Predict the chemical reaction that occurs when compound L reacts with 2,4-dinitrophenylhydrazine

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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A task is assigned to an undergraduate student to test two samples (known as compounds K and L) in the laboratory. She placed these two compounds through various scientific tests. She discovered that these compounds have the same molecular formula, C8H8O. When treated with 2,4-dinitrophenylhydrazine, all of these compounds produce brightly coloured precipitate, and both are reduced to an organic compound with the molecular formula C8H10O. However, compound K can be easily oxidized by chromic acid to formed compound N and vice versa for compound L. Furthermore, when both compounds reach with Fehling's solutions, they produce negative results. However, only compound K forms a silver mirror when it reacts with Tollen's reagent, and compound L does not.

Identify the possible formulae for compounds K, L, and N by ignoring their possible isomerism.

Indicate the formation of compound N from compound K.

Predict the chemical reaction that occurs when compound L reacts with 2,4-dinitrophenylhydrazine

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