Explain heated with bromine and aqueous sodium hydroxide

Reference no: EM13238216

Compound A (C18H18O4) was boiled with aqueous soidum hydroxide solution, and a high boiling point was obtained by distillation of the alkaline solution. Acidification of the residue gave a precipitate of compound (C8H8O2) when heated on a crucible lid, burned with a smoky flame. When C is treated with thionyl chloride or phosphorus trichloride, compound D was prouced, and this with ammonia gave compound E (C8H9NO). Compound E was heated with bromine and aqueous sodium hydroxide to give compound F (C7H9N). Compound F was treated with cold sodium nitrite and an excess of hydrochloric acid a colorless gas was evolved, and when the resulting liquid reaction mixture was added to an alkaline solution of phenol the mixture remained virtually colorless. After purification, high b.p. liquid B was found to have a vapor density of 31. Combustion of 0.0209 g of B of carbon dioxide and 0.0174 g of H2O. Oxidation with aq. alkaline permanganate readily gave oxalate ion. Identify A-F write the equations for th ereactions

Reference no: EM13238216

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