forms 2,4-DNP
derivative, reduces Tollen's reagent and undergoesCannizzaro reaction. On
vigorous oxidation, it gives 1,2-benzenedicarboxylic acid. Identify the
compound.
(i)
Identify the functional group from the reactions given by it.
(ii)
Find position of the functional group, from 1, 2-benzene dicarboxylicacid.
(iii)
Write the structure of actual compound.
(iv) Give all
reactions.
Answer:
(i) The compound with molecular formula 
forms
a2,4-DNP derivative and reduces Tollen's reagent, so it is an aldehyde.
(ii) It undergoes Cannizzaro reaction,
so the aldehyde group shouldbe directly attached to the benzene ring.
(iii) On vigorous oxidation, it
gives 1,2-benzene dicarboxylic acid, so itshould be an ortho substituted
benzaldehyde, For molecularformula , the
possibility is only o-ethyl benzaldehyde.
(iv) The equations for all
the reactions are given below:
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