Regn. No. South Delhi : 28-A/11, Jia Sarai, Near-IIT Metro Station, New Delhi-16, Ph : ,

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1 1 2. Section-A contains 30 Multiple Choice Questions (MCQ). Each question has 4 choices,, and, for its answer, out of which LY E is correct. From Q.1 to Q.10 carries 1 Marks and Q.11 to Q.30 carries 2 Marks each. 3. Section-B contains 10 Multiple Select Questions(MSQ). Each question has 4 choices,, and for its answer, out of which E or MRE than E is/are correct. For each correct answer you will be awarded 2 marks. 4. Section -C contains 20 umerical Answer Type (AT) questions. From Q.41 to Q.50 carries 1 Mark each and Q.51 to Q.60 carries 2 Marks each. For each AT type question, the value of answer in between 0 to In all sections, questions not attempted will result in zero mark. In Section A (MCQ), wrong answer will result in negative marks. For all 1 mark questions, 1/3 marks will be deducted for each wrong answer. For all 2 marks questions, 2/3 marks will be deducted for each wrong answer. In Section B (MSQ),there is no negative and no partial marking provision. There is no negative marking in Section C (AT) as well. Regn. o , Mall Road, G.T.B. agar, pp. G.T.B. agar tro Station Gate o. 3, Delhi A/11, Jia Sarai, ear IIT tro Station, Gate o. 3, ew Delhi DWLAD CAREER EDEAVUR APP South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

2 Section-A : Multiple Choice Questions (MCQ) 2 Q.1 to Q.10: Carry 1 Mark each. 1. Among the followings, compound with highest acidic character is B 2. The correct order of nucleophilicity is 4 3 C3C C3C2 4 3 C3C2 C3C 3 4 C3C C3C2 C3C 3 4 C3C2 3. The polarization of cinnamaldehyde can be correctly represented as C C C C C C C C C 4. Which of the follwoing RA serves adopter molecule protein synthesis r-ra m-ra t-ra none of the above 5. Which of the following is a thymine base C C C 2 2 C 3 C 3 6. Identify the sugar which does not give same osazone with phenyl hydrazine D-Glucose D-Mannose D-Fructose D-Galactose 7. The following compound (I) and (II) are (I) (II) Enantiomer Conformation isomers Diastereomers omomers South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

3 8. Absolute R/S configuration at the centre A and B, are respectively C 2 C 2 3 B A R, R S, S R, S S, R 9. The major product (P) formed in the following raction (i) (ii) 3 + (P) 10. The major product (P) formed in the following reaction, + C (i) (ii) +, 2 C (P) C C C Q.11 to Q.30: Carry 2 Marks each. 11. Among the followings, compound that forms most stable salt with Al 3 is 12. The pair with correct oreintation of dipole moment is S S S S South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

4 4 13. The pair with correct order of dipole moment is The correct order of basicity of the following compounds is 2 2 (I) (II) (III) (IV) III IV I II I III II IV III I II IV I III IV II 15. The C bond with least amount of bond dissociation energy for homolytical cleavage among the following marked bonds is (2) (4) (3) (1) The correct order of stability of the following alkenes is (A) (B) (C) A = B C C A = B A B C B A C South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

5 17. The compound given below is a 5 Sesterterpene Monoterpene Sesquiterpene Triterpene 18. Absolute R/S configuration in the following compound X and Y are respectively C 3 C 2 5 C 2 3 C (X) R, S S, R S, S R, R (Y) 19. In the following, reaction proceeds through C 3 hv C 2 C 2 F C 3 C 2 5 C 2 5 4n 2 electrons, disrotatory 4n 2 electrons, conrotatory 4n electrons, disrotatory 4n electrons, conrotatory 20. The correct structure of flipping of the given compound (X) is C 2 5 C 3 C 2 5 C 3 C C (X) C The most stable conformation of the following compound is C 2 5 C2 5 3 C t-bu t-bu t-bu t-bu t-bu South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

6 6 u u 22. (P) (Q) The correct statement is With ab 4 (u = ) Q as a major product With 2 Mg(u = ) P as major product Both ab 4 and 2 Mg gives (P) as a major product ab 4 gives P and 2 Mg gives Q as a major product 23. Which of the following statement is correct < acidity 3 C C 3 < 3 C C 3 rder of acidity 2 2 C 2 X = 2 C 3 rder of stability of carbanion X C 3 3 C C 3 Stability of carbocation 24. Among the following, the optically inactive compounds is Et C 3 3 C P 3 C C 3 C South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

7 7 25. The major product (P) is C n-buli/et 2 75ºC then DMF (P) n-bu C n-bu 26. The major product (P) is (i) aet (2.5 equivalent) (ii) 3 + (P) Et Et Et Et 27. Which of the following test is used to distinguish between aldoses and ketoses Tollen s test Fehling s test Bendict s test omine water test 28. The enzyme which cuts from the -terminal side of the amino acids having Leu, Asp and Glu amino acids is Chymotrypsin Elastase Cyanogen bromide pepsin 29. Give the aromaticity order in the following compounds,,,, S S S South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

8 8 S S 30. The major product (Q) is (P) hv (Q) Section-B : Multiple Select Questions (MSQ) Q.31 to Q.40: Carry 2 Marks each. 31. The correct(s) relationship among (A-D) in the following compounds is/are C 2 C 3 2 (A) (B) 2 (C) (D) C 2 C 3 C 2 C 3 Compound (A) and compound (C) are omomers Compound (A) and compound (B) are diastereoisomers Compound (B) and compound (D) are enantiomers Compound (C) and Compound (D) are diastereoisomers 32. The correct statement(s) about the following acid-base reaction is(are): 2 2 C 2 C 3 C C + k 1 k 2 + (I) (II) (III) (IV) k 1 is greater than k 2 k 2 is greater than k 1 (I) is stronger base than (IV) (IV) is stronger base than (I) South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

9 33. Among the following, compound(s)/ion(s) which is(are) not anti-aromatic Among the followings, the pair(s) represent(s) the tautomeric relationship is(are), C 2, C 2,, 35. Choose the incorrect statement(s) among the following about ucleic acids The nitrogeneous bases are perpendicular to the axis Each strand is parallel with 5 to 3 direction in double helical model of DA Both strands are indentical to one another in double helix All hydroxyl group of pentoses are invovled in linkages. 36. Which of the following statement is/are correct ucleosides are stable in dilute base but undergo hydrolysis in dilute acid Cyanogen bromide (C) specifically hydrolysis the peptide bond formed by the C-side of thionine DA can be present only inside the nucleus RA molecule may acts a genetic material carrier in the case of some viruses. 37. The correct option(s) regarding in the following compound (A E) is/are (A) (B) (C) (D) (E) Compounds (A) and (B) are diastereoisomers Compounds (A) and (E) are enantiomers Compounds (A) and (C) are anomers Compounds (A) and (D) are conformational isomers South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

10 38. In the following compounds, correct(s) order of their stability is/are Stability order 10 < Stability order 3 C C 3 < 3 C C 3 Stability order < Stability order 39. The correct major product formed regarding their properties, respectively C 3 3 C C 2 5 = Cope rearrangement C a 2 / 3, 2 = chichibabin reaction R C R S S + = Diels-Alder reaction C a Compound (X) (antiaromatic compound) 40. Select the correct reaction sequence in the following: South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

11 11 R C R + F Mg (X) Section-C : umerical Answer Type (AT) Q.41 to Q.50: Carry 1 Mark each. 41. Among the following, the number of compounds which can participates as Diene component in a Diels- Alder reaction is,,,,, 42. umber of compounds having C 2 -axis of symmetry in the following C 3 C C 3 C 3 3 C C C S S South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

12 12 C C C 2 5 C 3 S S C 3 C umber of optically active compound(s) in the following is 2 2 C C C 3 C C 3 C 44. umber of homotopic ligands ( a / b ) in the following compounds 3 C a C a 3 C b b a b C S b a S 3 C b a b 45. In the given compound, the site number that combines with + is ? The total number of compounds with more basicity than aniline is South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : , a

13 C CF A solution of 2.0 g of (+) glyceraldehyde in 10.0 ml of water was placed in a 10 cm polarimeter tube. Using the sodium D line, a rotation of +1.47º was observed at 25ºC. The specific rotation of (+) glyceraldehyde is (upto one decimal place). 48. LUM of 1, 3, 5 hexatriene in thermally condition is n. The value of n is (answer should be an integer). 49. Most prefers electrophilic substitution reaction occur on indole at which number of position. 50. Among the following amino acids, how many is/are basic in nature Val, Arg, is, Cys, Leu, Lys, t Q.51 to Q.60: Carry 2 Marks each. 51. The total number of compounds that give precipitate readily on reaction wtih Ag 4 is C C C C 52. Total number of pairs with correct order of the respective property is S C 3 Acidity C 3 CF 3 C 3 Acidity ucleophilicity South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

14 14 2 C 2 C 2 2 Basicity Decarboxylation (acidic medium) Basicity 53. Total number of pairs with correct order of basicity from the following is C 2 C 2 P C 2 C C 2 C 3 C C Consider the following reaction, C 3 C 2 C 2 C 3 C (A) 2 2 Fe 2 (S 4 ) 3 (B) C 2 Product (B) will be a sugar containing carbon atom. (answer should be an integer) 55. A tetra peptide made up of natural amino acids, has alanine as the -terminal residue which is coupled to a chiral amino acid. Upon complete hydrolysis, the tetrapeptide gives glycine, alanine, phenylalanine and luecine. The number of possible sequence of tetrapeptide is 56. The isoelectric point of the given compound will be 3 (9.47) C (4.0) C (2.0) (corresponding pk a values are mentioned in bracket). (Upto one decimal place). 57. Calculate D of a 1M solution of 2-chloropentane in a 10 cm cell, when the observed rotation is +3.64º. (Rounded up to one decimal places). 58. The total number of isomers with the molecular formula C 3 6 that are either cyclic or chiral is South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

15 The number of optically active stereoiosmers possible for the following compound is 3 C C() C() C() C 3 (X) 60. In the follwoing reaction, how many membered ring will be formed as major product C 3 a (P) ***** ED F QUESTI PAPER ***** South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

16 Space for Rough Work 16 South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

17 17 IIT-JAM CEMISTRY-CY TEST SERIES - 5 (rganic Chemistry-I) Date : Booklet : E ASWER KEY Section-A : Multiple Choice Questions (MCQ) Section-B : Multiple Select Questions (MSQ) 31.,,, 32., 33.,, 34.,, 35.,, 36.,, 37.,,, 38.,, 39.,, 40.,,, Section-C : umerical Answer Type (AT) 41. (7) 42. (8) 43. (4) 44. (5) 45. (5) 46. (5) 47. (8.5 to 8.9) 48. (4) 49. (3) 50. (3) 51. (6) 52. (4) 53. (3) 54. (4) 55. (4) 56. (3) 57. (34.0 to 34.4) 58. (7) 59. (2) 60. (6) South Delhi : 28-A/11, Jia Sarai, ear-iit tro Station, ew Delhi-16, : , orth Delhi : 33-35, Mall Road, G.T.B. agar (pp. tro Gate o. 3), Delhi-09, : ,

CSIR-UGC-NET/JRF GATE CHEMISTRY TEST : GENERAL ORGANIC CHEMISTRY (GOC)

CSIR-UGC-NET/JRF GATE CHEMISTRY TEST : GENERAL ORGANIC CHEMISTRY (GOC) 2 1 SIR-UG-ET/JRF GATE EMISTRY TEST : GEERAL RGAI EMISTRY (G) Time 00: 50 our Date : 18-09-2017 M.M. : 60 ISTRUTI : 1. There are Two Parts. Part-A contains 10 objective type questions, each question carry