An ester C_(4)H_(8)O_(2)(A) on treatmentwith excess of methylmagneiumchloride followed by acidificationgivesan alcohol (B) as thesoleorganic product.Alcohol (B), onoxidation with NaOCl followedby acidificationgivesacetic acid. Deducethe structures of (A) and (B) and show the reactions involved .

An ester C_(4)H_(8)O_(2)(A) on treatmentwith excess of methylmagneiumc

1.	An ester C_(4)H_(8)O_(2)(A) on treatmentwith excess of methylmagneiumchloride followed by acidificationgivesan alcohol (B) as thesoleorganic product.Alcohol (B), onoxidation with NaOCl followedby acidificationgivesacetic acid. Deducethe structures of (A) and (B) and show the reactions involved .
Answer» Solution :(i) Sincealcohol (B) on oxidation withNaOCl haloform reaction ) followed by acidificationgivesaceticacidthusit canbe eitherethyl alcohol or 2-propanol. (II) Sincealcohol (B) is obtainedby addtion of excessof `CH_(3)MgCl`,on ester (A),thereforethe alcoholboththe methylgroupbecauseesters andtwo molecules of theGrignard REAGENT that isits (CH - OH) parthas comeform acidpart of ester . Thus (A) mustbe fomicester . (iv)Since molecular formula of ester (A) is `C_(4)H_(4)O_(2)`, thereforealkyl group of estermust containthree carbon atomseithern - propylgroup or isopropyl group. (v) Further , since2 - propanol (B) is thesoleorganicproductobtainedwhentwomolecules of `(CH_(3))_(3)`MgCl are added to ester(A). Therefore , the alkyl group of ester (A) must beisopropyl group. Thus , esteris isopropyl formate .