A compound A(C_(4)H_(10)O) is found to be soluble in concentrated sulphuric acid. (A) does not react with sodium metal or potassium permangante. When (A) is heated with excess of HI, it gives a single alkyl halide. Deduce the structure of compound (A) and explain all the reactions involved.

A compound A(C_(4)H_(10)O) is found to be soluble in concentrated sulp

1.	A compound A(C_(4)H_(10)O) is found to be soluble in concentrated sulphuric acid. (A) does not react with sodium metal or potassium permangante. When (A) is heated with excess of HI, it gives a single alkyl halide. Deduce the structure of compound (A) and explain all the reactions involved.
Answer» Solution :(i) Since COMPOUND `A(C_(4)H_(10)O)` does not reat with Na metal or `KMnO_(4)`, it cannot be an alcohol. (ii) Since compound A dissolve in conc. `H_(2)SO_(4)`, it may be an ETHER. (iii) Since ether A on heating with excess of HI gives a single ALKYL halide, therefore, ether (A) must be symmetrical. now the only symmetrical ether having M.F. `C_(4)H_(10)O` is diethyl ether `(CH_(3)CH_(2)OCH_(2)CH_(3))`. (iv) All the reactions CANN now be explained as follows. `underset("Diethyl etehr (A) M.F. "C_(4)H_(10)O)((CH_(3)CH_(2)-O-CH_(2)CH_(3)) overset("conc. "H_(2)SO_(4))hArr underset("Soluble ozonium salt")([CH_(3)CH_(2)-underset(H)underset(\|)overset(+)(O)-CH_(2)CH_(3)])HSO_(4)^(-)` `underset("Diethyl ether (A)")(CH_(3)CH_(2)-O-CH_(2)CH_(3)) underset(Delta)overset("HI (excess)")to underset("Ethyl iodide")(2CH_(3)CH_(2)-I)+H_(2)O`