Identify Structure of Product Y from Reflux of Glyoxal with KOH
An organic compound "x" where molar ratio of C, O and H are equal, on treatment with under reflux followed by acidification produced "y". The most likely structure of "y" is : [Molar mass of 'x' is ]
Options
Step-by-Step Solution
To determine the structure of product "", we analyze the steps as follows:
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Determination of Molecular Formula of Compound "": It is given that the molar ratio of , , and in compound "" is equal ().
- Empirical formula of
- Empirical formula mass
The given molar mass of compound "" is .
Therefore, the molecular formula of compound "" is . The only compound with the molecular formula containing carbonyl functionality is glyoxal ().
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Reaction with followed by Acidification: Glyoxal () lacks -hydrogen atoms. When treated with a concentrated base ( ) under reflux, it undergoes an intramolecular Cannizzaro reaction:
- Hydroxide ion () attacks one of the aldehyde carbonyl carbons.
- Hydride ion () shifts internally to the adjacent aldehyde carbon.
- One aldehyde group is oxidized to a carboxylate group () while the other aldehyde group is reduced to a primary alcohol group (), forming potassium glycolate ().
Upon subsequent acidification, potassium glycolate is converted into glycolic acid (2-hydroxyethanoic acid):
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Structure of Compound "": The structure of glycolic acid is:
Thus, the correct option representing the structure of compound "" is C.