1.

(a) An organiccompound(A)of molecular formula C_(6)H_(6)O giveswhitepreclpitate withbrominewater. (A) onreactionwith NaOH gives(B). (B) reactswith methyl lodlde inpresenceof dryethergives(C) ofmolecularformulaC_(7)H_(8)O which willnot liberateH_(2) gaswithmetallicNa (C)reactionwith acetylchloride gives(D)and (E)of formulawhich arepositionisomers. Identify A,B,C,D &Eand explainthe reaction (b )(i) Whathappenswhen n-propylbenzene is oxidised usingH^(+)//KMnO_(4) (ii) Identify A,B, andC

Answer»

Solution :a 1. An organiccompoundgiveswhiteprecipitatewith bromicwatermeansit MUSTBE aphenolfromthe molecularformulait isidentified as `C_(6)H_(5)OH`
2. Phenol ONREACTIONWITH NaOH gives (b) assodiumphenoxide `C_(6)H_(5) ONa`

3. Sodiumphenxide on reactionwithmethyliodidein the pressureof dryetherundergoWilliamsonssynthesisand givesAnisoleas (C )

4. Anisoleonreactionwithacetlychlorideundergoes Friedel Craftacetylationyield o-methoxyacetophenoneand p- methoxyacetphenone as (d ) and (E )




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