1.

An organic compound (A) of molecular formula C_3H_8Ogives blue colour in Victor Meyer's test. (A) on reaction with Cu at 573 K gives (B) which further reacts with Methyl magnesium bromide followed by acid hydrolysis yields (C) of molecular formula C_4H_10O. (C) on reaction with Cu at 573 K gives (D) of formula C_4H_8. Identify A, B, C, D and explain the reactions involved.

Answer»

Solution :(i) An organic compound gives blue colour in Victor Meyer.s TEST means it must be a secondary alcohol. From the formula, it is identified as `CH_3-underset(OH)underset(|)(CH)-CH_3` propan - 2- OL (A).
(ii) Propan-2-ol on reaction with Cu at 573 K gives Propanone as (B).
`underset("Propan-2-ol(A)") (CH_3 - underset(OH)underset(|)(CH)-CH_3)overset(Cu//573K)toundeset("Propanone(B)")(CH_3-underset(O)underset(||)C-CH_3) + H_2uarr`
(iii) Propanone on treatment with `CH_3MgBr` followed by acid hydrolysis will yield Tertiary butyl alcohol `(CH_3)_3-OH` as (C ).
`CH_3-underset(O)underset(|)C-CH_3 + CH_3MgBr to CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)C-OMgBr underset(H^(+))overset(H_2O)to underset("Tertiary butyl alcohol(C)")(CH_3-underset(OH)underset(|)overset(CH_3)overset(|)C-CH_3) + Mg(OH)Br`
(IV) Tertiary butyl alcohol on reaction with copper at 573 K undergoes dehydration reaction to produce Isobutylene as (D).
`CH_3-underset(CH_3)underset(|)overset(CH_3)overset(|)C-OH overset(Cu//573 K)to underset("Isobutylene(D)")(CH_3-overset(CH_3)overset(|)C=CH_2) +H_2O`


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