1.

How would you obtain the following : (i) Benzoquinone from phenol. (ii) 2-Methylpropan-2-ol from methylmagnesium bromide. (iii) Propan-2-ol from propene.

Answer»

SOLUTION :(i) Benzoquinone from phenol :
Oxidation of phenol with chromic acid produces a congugated DIKETONE known as benzoquinone.

(ii) 2-Methylpropan-2-ol from methylmagnesium bromide :
`underset("Acetone")(CH_(3)-overset(CH_(3))overset("|")"C "=O)+underset("bromide")underset("Methylmagnesium")(CH_(3)MgBr)rarr underset("(ADDITION compound)")(CH_(3)-underset(CH_(3))underset("|")overset(CH_(3))overset("|")"C "-OMgBr overset(H_(2)O)rarr underset("2-Methylpropan-2-ol")(CH_(3)-overset(CH_(3))overset("|")underset(CH_(3))underset("|")"C "-OH)+MG(OH)Br`
(iii) Propan-2-ol from propene :
This conversion can be accomblished as under :
`underset("Propene")(CH_(3)-CH=CH_(2)+HI) rarr underset("2-Iodopropane")(CH_(3)-overset(I)overset(|)CH-CH_(3))`
`underset("2-Iodopropane")(CH_(3)-overset(I)overset(|)CH-CH_(3)) overset(NaOH)rarr underset("Propan-2-ol")(CH_(3)-overset(OH)overset("|")"CH"-CH_(3))`


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