Identify the possible their position isomerism. Indicate the formation of compound N from compound K. Predict the chemical reaction that occurs when compound L reacts with 2,4- dinitrophenylhydrazine.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter22: Reactions Of Benzene And Its Derivatives
Section: Chapter Questions
Problem 22.51P
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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, CSHSO. 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 C§H100. However, compound K can
be easily oxidized by chromic acid to formed compound N and vice versa for
compound L. Furthermore, when both compounds react 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 structural formulae for compounds K, L, and N by ignoring
their position isomerism.
Indicate the formation of compound N from compound K.
Predict the chemical reaction that occurs when compound L reacts with 2,4-
dinitrophenylhydrazine.
Transcribed Image Text: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, CSHSO. 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 C§H100. However, compound K can be easily oxidized by chromic acid to formed compound N and vice versa for compound L. Furthermore, when both compounds react 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 structural formulae for compounds K, L, and N by ignoring their position 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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