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Which of the following compounds will undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction. (i) Methanal, (ii) 2-Methylpentanal, (iii) BEnzaldehyde, (iv) Benzophenone (v) Cyclohexanone, (vi) 1-Phenylpropanone, (vii) Phenylacetaldehyde, (viii) Butan-1-ol (ix). 2,2-Dimethylbutanal. |
Answer» Solution :I. 2-Methylpentanal (ii), cyclohexanone (v), 1-phenylpropanone (vI) and phenylacetaldehyde (vii) CONTAIN one or more `alpha`-hydrogens and hence UNDERGO aldol condensation. The reactions and the structures of the expected products are given below: . II. METHANAL (i), banzaldehyde (iii) and 2,2-dimethylbutanal (ix) do not contain `alpha`-hydrogen and hence undergo Cannizzaro reaction. the reactions and the structures of the expected products are given below: . III. Benzophenone (iv) is a KETONE having no `alpha`-hydrogen/s while butan-1-ol (viii) is an alcohol. both of these neither undergo aldol condensation nor cannizzaro reaction. |
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