Chemistry - Carbonyl compounds Question with Solution | TestHub
One mole of
was treated with NaOH/I2 and then acidified. The product after acidification has isolated and then heated with 3 equivalents of NaNH2 to give a new ionic species. The ionic species formed will be-
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Answer:
Solution:
Question Explanation:
Determining the final ionic species after iodoform reaction and acidification.
Concept:
Haloform reaction and Acid-Base neutralisation.
Solution:
Treatment with NaOH/I2 converts the methyl ketone groups into carboxylate salts via the Haloform reaction .
Acidification converts these salts into carboxylic acids.
Subsequent treatment with 3 equivalents of NaNH2 deprotonates the two carboxylic acid groups (−COOH→−COO- ) and the more acidic secondary alcohol group (−OH→−O- ). Because the NO2 group is electron-withdrawing, the adjacent benzylic alcohol is more acidic and deprotonates first
