Narayana IIT Academy 11-01-20_JrlIT_SC-60_JEE-Adv _WAT-36_Q'P CHEMISTRY Max.Marks:70 SECTION | SINGLE CORRECT ANSWER TYPE This section contains 10 multiple choice questions. Each question has four choices (A), (8), (C) and (D) out of which ONLY ONE is correct. Marking scheme +3 for correct answer , 0 if not attempted and -1 in all other cases. 21. _ Identify major product of the following reaction sequence? {OH SOCI. Nal Alc KOH(E2) oS A) Ol B) Or © Oo D) Oo 22. Which reaction would be expected to show primary hydrogen kinetic isotope effect? (consider its major reaction path) ‘t-Bu-OK KOH \ Coe otro KOH A) of ‘Bu-0H B) ho) MeOH a, Bote EtOH © ox HO D) All 23. The acidic hydrolysis of ether (X) shown below is fastest when (\—for 28. (Yor + ron O O ‘A) One phenyl group is replaced by a methyl group B) One phenyl group is replaced by a p-methoxy phenyl group C) Two phenyl groups are replaced by two p-methoxy phenylgroup D) No structural change is made to X 24, There are two compounds P and Q of molecular formula C)H,403. P has a higher boiling point Q. What are the possible structures of P and Q? A) Fr iQ Sec: JrIT_SC-60 Page No. 9Narayana IIT Academy 11-01-20_JrlIT_SC-60_JEE-Adv _WAT-36_'P ™ Major OH ‘HO. BrH.C. mecone FN TE 26. Incorrect statements regarding the given reaction is? Hy i ky “CC cre, 0 i) A) Nucleophilic addition B) Nucleophilic substitution reaction C) Carbanion is intermediate D) Product obtained is chiral 27. The best reagent to convert pent-3-en-2-ol into pent-3en-2-one is A) PCC B) Cr0,/CH,CO,H ©) K,C,0,/H* D) KMn0,/H Sec: JrIT_SC-60 Page No. 10Narayana IIT Academy 11-01-20_JrJIT_SC-60_JEE-Adv_WAT-26_Q'? 28, ‘The major organic product obtained in the given reaction is? Br NaBH, MeOH, 25°C a OH On o ,co.c~ ,o A) B) ° D) Fo py +o E BatteO 29 What is Major organic Product? oH Br ahr woh A) er B) FF er roe ae ° FF D) on 30. The major organic product of the given reaction is? kK Br, / ACOH woes Br. k Tr wee . ee: Br I ° wht v D) ie Sec: JrIT_SC-60 Page No. 11Narayana IIT Academy 11-01-20_JrlIT_SC-60_JEE-Adv _WAT-36_Q'P ‘SECTION II MULTIPLE CORRECT ANSWER(S) TYPE This section contains 5 multiple choice questions. Each question has four choices (A), (B), (C} and (D) out of which ONE or MORE ate correct. Marking scheme +4 for correct answer , 0 if not attempted and 0 in all other case: 31. Which among the following path B is better than path A to achieve target molecule -MeoNa Z| tuo woe te [A] OY A) target Oct (O74 C+ ‘Br path b Path a ) target NeONa/A. iz _MeSNa_ Br Patha “path” by C) er “A CoHeONA/A Br A Tratt Fata D) ‘target 32. Choose the correct options for the following set of reactions () Memger Con Het — q —— s StH nO (majon 20% H;PO,, 360 K Her U R (major) (il) Brz, hv (major) ql os u Sec: JrIT_SC-60 Page No. 12Narayana IIT Academy 11-01-20_JrdIT_SC-60_JEE-Adv_WAT-26_Q'? 33, The possible products in the given reaction is (are) ona + “er —— A) > i B) HC=CHe ° +o D) > 34, In the following conversion [X] can be 1) Pets ELO_ Ne Ny 2)Nal, MexCO 3) NaN, CINE A) “yy Spe oO SN D) we) 35. The reagent which can be used to bring about the following transformation is / are H o + mY “OH A) LiAIH, in diethyl ether B) BH, in THF ) NaBH, in C,H,OH D) Raney Ni in H, in THF SECTION III INTEGER ANSWER TYPE ns. The answer to each question is single digit integer, ranging from 0 to 9 This section contains 5 que: (both inclusive}. Marking scheme +4 for correct answer , 0 if not attempted and 0 in all other cases. 36. The total number of isomers considering both structural and stereoisomers of cyclic ethers with molecular formula C,HoO is 37. The number of hydroxyl groups present in Q is HY Fl aqueous cilute KinO, (excess) Ia) Heat Pa 38. Action of Grignard reagent on carbonyl compounds followed by hydrolysis give alcohols. How many different combinations of Grignard reagent and carbonyl compound are possible to prepare all isomeric (structural) butyl alcohols? Sec: JrIT_SC-60 Page No. 13,Narayana IIT Academy 11-01-20_JrlIT_SC-60_JEE-Adv _WAT-36_'P 39. 40. HHO DX] Major Ag BH; THF Hz, "0H [¥]_ Major Ho(OAc}p, HO NaBH, “OH 12] Major How many of the following statements are correct with respect above scheme of reactions? 1) ‘2’ is primary alcohol TI) *Y’ form turbidity with Lucas reagent after 5-10 minutes Ill) *X’ is 2° alchohol TV) Both “Y’ and ‘Z’ are 2° alcohol V) All (X, Y & Z) change the orange colour of acidified potassium dichromate to green under normal conditions. Find the total number of possible alkyl chlorides in the following reaction Anhyd * R-Cl AICI, Sec: JrIT_SC-60 Page No. 14