An unknown compound of carbon , hydrogen and oxygen contains 69.77 % C and 11. 63% H, and has a molecular weight of 86 . It does not reduce Fehling solution but forms abisulphate addition compound and gives a positive iodoform test. What are possible structures is

An unknown compound of carbon , hydrogen and oxygen contains 69.77 % C

1.	An unknown compound of carbon , hydrogen and oxygen contains 69.77 % C and 11. 63% H, and has a molecular weight of 86 . It does not reduce Fehling solution but forms abisulphate addition compound and gives a positive iodoform test. What are possible structures is
Answer» `CH_(3)CH_(2)CH_(2)COCH_(3)` `H_(3)C-overset(CH_(3))overset(\|)(CH)-CH_(2)-CHO` `H_(3)C-overset(CH_(3))overset(\|)(CH)-overset(O)overset(\|\|)(C-CH_(3)` `H_(3)C-overset(CH_(3))overset(\|)(CH)-CH_(2)COOH` Solution :(A) ,( C )`{:("i) For empirical formula","Relative Element","N. of atoms","SIMPLEST RATIO"),(C,69.77,5.76,5),(H,11.63,11.63,10),(O,19.20,1.2,1):}` Empirical formula of compound is`C_(5)H_(10)O`andempirical formula a wt. =86.Also molecular wt. 86 Molecular formula of compound is `C_(5)H_(10)O`. ii) Compound format bisulpate addition compound and thus, has carbonyl gp. Ie., aldehyde or ketone. iii) it does not REDUCE Fehling solution and thus, it is aldehyde but it is ketone. iv)it give positive iodoform test and thus, it has v)Above facts reveals that compound is