Consider the following reaction sequence: [Starting material: a bicyclic alcohol structure with MeO- — AITS & Test Series Chemistry Question
Question
Consider the following reaction sequence: [Starting material: a bicyclic alcohol structure with MeO-phenyl side chain] --BCl3/Δ--> (P) --1. O3 (1 eqv.), 2. Zn/AcOH--> (Q) --dil. NaOH/Δ--> (R) --Ni/H2 (2 eqv.)--> (S) --1. TsCl, 2. LiAlH4--> (T) --Se(excess)/Δ (dehydrogenation)--> (U) --HI(1 eqv.)--> (W) (contains iodine) + (V) [Me = Methyl group; Ac = Acetyl group and Ts is Tosyl group and assume that 'P' to 'W' are the major organic products.] Now, select the correct statement(s) regarding above sequence of reactions: (A) sum of degree of unsaturation of (T), (U) and (V) is 33. (B) (Q) on reaction with Mg in benzene followed by hydrolysis gives a compound which on treatment with methanal in presence of dry HCl gas, gives another product with degree of unsaturation 8. (C) (R) contains 3 chiral carbon atoms. (D) both (R) and (S) gives positive Lucas test.
![Chemistry diagram for: Consider the following reaction sequence: [Starting material: a bicyclic alcohol structure with MeO-phenyl side chain] -](https://urywdhpqdpvmqzlenttu.supabase.co/storage/v1/object/public/question-images/aits/AITS-2324-OT-I-JEEA-TD-Paper-1-OFFLINE_Q18.png)
💡 Solution & Explanation
4 2 2 6 2 XeF O F XeF O 2 5 6 XeF PF XeF PF 6 2 4 XeF H O XeOF 2HF 6 2 2 2 XeF 2H O XeO F 4HF