An aromatic compound 'X' with molecular formula C₉H₁₀O
gives the following chemical tests. It
(i) forms 2, 4-DNP derivative
(ii) reduces Tollen's reagent
(iii) undergoes Cannizaro reaction and
(iv) on vigorous oxidation 1, 2-benzenedicarboxylic acid is
obtained.
X is
Answers
X is :
1. Forms 2,4-DNP derivative
=> 2,4-DNP test is used to detect the carbonyl group like ketone and aldehyde.
=> Ketone or aldehyde reacts with 2,4-DNP to give yellow, orange or red precipitate.
2. Reduces Tollen's reagent ( AgNO3 + NH4OH )
=> Tollen's reagent is used to detect aldehydic group
=> Aldehyde reacts with tollen's reagent to give deposition of silver mirror.
3. Undergoes Cannizaro reaction
=> Cannizzaro reaction is a redox reaction in which two same or different molecules of aldehydes react to produce primary alcohol and carboxylic acid.
• From these above three tests, It got confirmed that X have aldehydic group on it.
4. On vigorous oxidation 1, 2-benzenedicarboxylic acid is obtained.
=> X must have -CHO group directly attached to benzene ring and also compound should be ortho di-substituted Benzene
The compound X is : 2-ethylbenzaldehyde.
