With reference to the scheme given, which of the following statement(s) about T, U, V and W is/are c — AITS & Test Series Chemistry Question
Question
With reference to the scheme given, which of the following statement(s) about T, U, V and W is/are correct? [Scheme shows: A lactone (T) with a methyl group at one position undergoes LiAlH4 (excess) to give U, then U undergoes CrO3/H+ to give V, and U undergoes (CH3CO)2O to give W]
💡 Solution & Explanation
(A) T undergoes an ester hydrolysis in hot aqueous alkali as NaOH aq hot O O C H3 O H C O CH3 ONa T Soluble in aq. NaOH (B) 4 LiAlH reduces ester to alcohol as ‘U’ no chiral carbo, optically inactive (C) U on treatment with excess of acetic anhydride form a diester (D) U on treatment with 3 CrO / H undergo oxidation to diacid which gives effervescence with 3 NaHCO H 3 U CrO OH COOH O C H3 3 NaHCO 2 CO ' V ' AITS-FT-VIII (Paper-1)-PCM(Sol.)-JEE(Advanced)/22 FIITJEE Ltd., FIITJEE House, 29-A, Kalu Sarai, Sarvapriya Vihar, New Delhi -110016, Ph 46106000, 26569493, Fax 26513942 website: www.fiitjee.com 8