Compound (X)C_9H_10O is inert to Br_2//C Cl_4.Vigorous oxidation with hot alkaline KMnO_4//OH yield C_6H_5COOH (X) gives precipitate with 2,4-Dintrophenyl hydrazine. How can these isomers be distinguished by the usual chemical tests ? Following are possible isomers of X : (i)C_6H_5-CH_2-CH_2-CHO , (ii)C_6H_5-undersetunderset(CH_3)(|)CH-CHO (iii)C_6H_5-CH_2-oversetoverset(O)(||)C-CH_3 , (iv)C_6H_5-oversetoverset(O)(||)C-CH_2-CH_3

Compound (X)C_9H_10O is inert to Br_2//C Cl_4.Vigorous oxidation with

1.	Compound (X)C_9H_10O is inert to Br_2//C Cl_4.Vigorous oxidation with hot alkaline KMnO_4//OH yield C_6H_5COOH (X) gives precipitate with 2,4-Dintrophenyl hydrazine. How can these isomers be distinguished by the usual chemical tests ? Following are possible isomers of X : (i)C_6H_5-CH_2-CH_2-CHO , (ii)C_6H_5-undersetunderset(CH_3)(\|)CH-CHO (iii)C_6H_5-CH_2-oversetoverset(O)(\|\|)C-CH_3 , (iv)C_6H_5-oversetoverset(O)(\|\|)C-CH_2-CH_3
Answer» I gives red ppt. with FEHLING solution and II & III can be distinguished by iodoform TEST I & II can be distinguished by simple chemical method I & II GIVE red ppt. with Fehling solution and III & IV can be distinguished by iodoform test II gives red ppt. with Fehling solution and I & IV can be distinguished byiodoform test Solution :I & IV both compounds do not give iodoform test and I & II both given similar test