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A pleasant smelling optically active ester (A) has M.W. = 186. It does not react with Br_(2) in "CC"l_(4) . Hydrolysis of (A) gives two optically active compounds (B) soluble in NaOH and (C). Compound (C) gives a positive iodoform test and on warming with conc. H_(2)SO_(4) gives (D) (Saytzeff-product) with no geometrical isomers. (C) on treatment with benzene sulphonyl chloride gives (E) which on treatment with NaBr gives optically active (F). When Ag^(+) salt of (B) is treated with Br^(2) ,racemic (F) is formed. Give the structures of (A) to (F). |
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