An organic compound (A) of molecular formula C_3H_6 on reaction with Conc. H_2SO_4 and H_2O gives C_3H_8O as (B) as a Markownikoff's produet. (B) on oxidation with Cu at 573 K gives (C) of formula C_3H_6O. (C )on reaction with CH_3MgBr followed by acid hydrolysis yields (D) as C_4H_10O which will not give any colour in Victor Meyer's test. Identify A, B, C, D and explain the reactions involved.

An organic compound (A) of molecular formula C_3H_6 on reaction with C

1.	An organic compound (A) of molecular formula C_3H_6 on reaction with Conc. H_2SO_4 and H_2O gives C_3H_8O as (B) as a Markownikoff's produet. (B) on oxidation with Cu at 573 K gives (C) of formula C_3H_6O. (C )on reaction with CH_3MgBr followed by acid hydrolysis yields (D) as C_4H_10O which will not give any colour in Victor Meyer's test. Identify A, B, C, D and explain the reactions involved.
Answer» Solution :(i) An organic compound (A) is identified from the molecular formula as `CH_3-CH=CH_2` propene. (ii) Propene on hydrolysis in ACID medium, Markownikoff.s rule is followed and the product formed is `CH_3-underset(OH)underset(\|)CH-CH_3`Propan-2-ol as (B). `underset("Prop-1-ene(A)")(CH_3-CH = CH_2 + H_2O) overset(CONC. H_2SO_4)to underset("Propan-2-ol(B)")(CH_3-underset(OH)underset(\|)CH-CH_3)` (iii) Propan-2-ol on reaction with Cu at 573 K undergoes dehydrogenation reaction to produce Propanone as (C). `CH_3-underset(OH)underset(\|)(CH)-CH_3 underset(573K)overset(Cu)to underset("Propanone(C)")(CH_3-underset(O)underset(\|\|)C-CH_3) + H_2uarr` (iv) Propanone on reaction with `CH_3MgBr` followed by acid hydrolysis GIVES tertiary BUTYL ALCOHOL (D). It will not give any colouration in Victor Meyer.s test.