Subjective Type

An organic compound $$'A'$$ with molecular formula $$C_8H_8O_2$$ gives positive $$DNP$$ and iodoform test. It does not reduce Tollens or Fehling's reagent and does not decolourised bromine water also. On oxidation with chromic acid $$(H_2CrO_4)$$, it gives a carboxylic acid $$(B)$$ with molecular formula $$C_7H_6O_2$$. Deduce the structures of $$A$$ and $$B$$.

Solution

As $$'A'$$ does not give Fehling's or Tollens test so it does not have $$-CHO$$ group but it gives positive iodoform test and $$DNP$$ test so it has $$CH_3-C-$$ groups
$$B$$ is carboxylic acid obtained by oxidation of $$A$$ with $$H_2CrO_4$$.

SIMILAR QUESTIONS

Physical World

When acetaldehyde is heated with Fehling's solution, it gives a precipitate of:

Physical World

When acetaldehyde is heated with Fehling's solution, it gives a precipitate of:

Physical World

Few simple chemical tests are given below to differentiate between the pairs of compounds. Which of the following tests is not correct for differentiation?

Physical World

What is the test to differentiate between pentan-2-one and pentan-3-one?

Physical World

The compound which reacts with Fehling's solution is:

Physical World

Fill in the blanks. Fehling solution A consists of an aqueous solution of copper sulphate. While Fehling solution B consists of an alkaline solution of ..........

Physical World

A substance $$C_5H_{10}$$ does not reduce Fehling's solution, forms a phenylhydrazone, shows the haloform reaction, and can be converted into n-pentane by strong reduction. The structural formula of the original substance is:

Physical World

Which of the following will not reduce Fehling's solution?

Physical World

Name the aldehyde which does not give Fehling's solution test.

Physical World

Which of the following compounds will reduce Fehling's solution?

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