ugc point ugc academy · 2020-03-09 · ugc point academy test series 21 /11/ 2018 ... this test...

UGC point ACADEMY TEST SERIES 21/11/ 2018

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Instructions

1. This test paper has a total of 55 questions. All sections are

compulsory.

2. Read the Questions carefully and mark your appropriate response to the OMR sheet.

3. There is Negative marking of 1/4 for each wrong answer.

4. Mark the response by Black Ball Point Pen only.

5. Any other belongings like Book/ Notes / Electronic device etc are not permitted in the examination hall.

6. Submit your answer sheet (OMR Sheet) to the invigilator before

leaving the examination hall.

UGC ACADEMY LEADING INSTITUE FOR CSIR-JRF/NET, GATE & JAM

BOOKLET CODE SUBJECT CODE

CHEMICAL SCIENCE

ORGANIC CHEMISTRY

Timing: 2:00Hr M.M: 110

TEST SERIES # 1

A 1




1. The major product formed in the following 1, 3 – dipolar cycloaddition reaction is :

2. Find out the proper mechanism for the following given reaction :

(a) 4 4

s s photocycloaddition. (b) 4 4

a s photocycloaddition.

(c) 4 4

s s thermalcycloaddition. (d) 4 4

s a thermalcycloaddition.

3. Major product for the following reaction is:




4. Find out the A & B (major) in the following reactions given below ?

5. Find out major product for the following given reaction :




6. Find out the correct option for the following given compound (A) ?

(a) Compound ‘A’ is chiral with three C2 – axis.

(b) Compound ‘A’ is achiral with three C2 – axis.

(c) Compound ‘A’ is chiral with two C2 – axis.

(d) Compound ‘A’ is achiral with one σ – plane.

7. Single methyl substituted cyclohexane exists mainly in two chair conformers which are axial and

equatorial conformers. Identify the correct 13

C NMR spectrum for axial & equatorial (eq) methyl group

at 173K

8. Find out the molecules which show Atropisomerism, among the following given below:

(a) I & II (b) II only (c) III only (d) All of these

9. Find out the correct statement about the molecules given below




(a) All are chiral and optically active

(b) I & II are chiral but III is achiral

(c) I, II & III are chiral but II & III are optically active.

(d) I, II & III are chiral but I & II are optically active.

10. Assign the correct configuration (R/S) for the following molecules given below :

(a) I = R : II = R : III = S (b) I = S : II = R : III = S

(c) I = R : II = S : III = S (d) I = R : II = S : III = R

11. Structure of the starting material A in the following photochemical Norrish reaction is :

12.

13. 3 3 3 3 ,hvCH COCH CH CH CO the reaction is called

(a) Norrish type II reaction (b) photo reduction

(c) petero Buchi reaction (d) Norrish type I reaction.




14. The product (P) of the following reaction will be.

15. Number of carbonyl group present in the final product of the following reaction sequence is.

(a) 4 (b) 6 (c) 3 (d) 5

16. Wright the product of reaction. Chymotryspin enzymeAla Val Lle Trp Gly Try Gly Ala

(a) Ala Val Lle Trp Gly Try Gly Ala

(b) Ala Val Lle Trp Gly Try Gly Ala

(c) Ala Val Lle Trp Gly Try Gly Ala

(d) Ala Val Lle Trp Gly Try Gly Ala

17. Calculate pI value of lysine amino acid is given below:

8.69Kap

(a) 9.43 (b) 10.6 (c) 7 (d) 2.4




18. If we have mixture of amino acids (Leu Ala ly)G the order of separation by paper & TLC

chromatography is :

(a) Leu Ala lyG (b) Gly Ala uLe (c) Leu > Gly > Ala (d) Ala > Gly > Leu

19. Major product formed A & B are –




20. Identify the product A & B in the following reaction sequence




21. Major product A & B are

22. Major product A

23. The major product (P) is




26. The major product (B) formed in the following reaction

27. The major product (p) is





29. Correct sequence for the following conversion

(a) (i) 2 3Ag CO on celite (ii) ,TMS Cl pyridine

(b) (i) 2 3. (COCl) ,DMSO NEt

(c) (i) TEMPO , PhI (OAc)2 , DCM (ii) TMSCl, pyridine

(d) (i) PCC, DCM (ii) TMSCl, pyridine

30. Configuration at chiral centre and double bond, respectively, is –

(a) R, Z (b) R, E (c) S, Z (d) S, E

31.




32.

33.

34.

35.




36.

37.

38. The number of 13

C – NMR decoupled signals in cis – 1,2 – Dimethyl cyclohexane and cis – 1, 3, 5 –

Trimethyl cyclo – hexane, respectively, is –

(a) 8, 4 (b) 7, 3 (c) 8, 3 (d) 3, 8




39. One isomer of dimethoxy benzoic acid has the following 1H NMR spectrum : -

( ) : 3.85(6 , ), 6.63 (1 , , 2 ),7.17 (2 , , 2 )H PPm H S H t J Hz H d J Hz

The isomer is –

(a) 2, 5 – Dimethoxy benzoic acid (b) 2, 3 – Dimethoxy benzoic acid

(c) 3, 5 – Dimethoxy benzoic acid (d) 3, 6 – Dimethoxy benzoic acid

40. An organic compound (M.F. = C6 H10 O3) exhibited the following spectral data : - 13 ( ) 15,22,39,62,170,203,C NMR PPm IR = 1745 and 1710 cm

-1

1 ( ) 1.28(3 , , 7 ), 2.28(3H,S),3.24(2H,S),4.20(2H,q,J 7Hz)HNMR PPm H t J Hz

The compound among the choices, is –

41. An organic compound (M.F. = C10 H14 O) exhibited the following spectral data :

13 :153,141,127,115,59,33,24.C NMR1 :1.21(6 ,d, 7 ), 2.83(1H, ,J 7 ),3.72(3 , ).6.74(2 , , 9 )HNMR H J Hz septuplet Hz H S H d J Hz and

7.18(2 , , 9 ).H d J Hz The compound among the choices, is –

42. In the broad band decoupled 13C NMR Spectrum, the number of signals appearing for A – C,

respectively, are –

(A) cis 1, 2 – Dimethyl Cyclohexane

(B) cis 1, 3, 5 – Trimethyl Cyclohexane

(C) Phenanthrene

(a) 6, 3 and 5 (b) 8, 6 and 7 (c) 8, 3 and 5 (d) 8, 3 and 7




43. In the mass spectrum of the following isotopic cluster, the ratio of the peaks is –

(a) 27 : 9 : 27 : 1 (b) 27 : 27 : 9 : 1 (c) 9 : 9 : 2 : 1 (d) 27 : 27 : 10

44. Which of the following amines is optically active –

45. Arrange the rate of acctolysis of following compounds. –

(a) (II) > (I) > (III) (b) (II) > (III) > (I) (c) (III) > (I) > (II) (d) (III) > (II) > (II)

46. Arrange the order of reaction with AgBr. –

(a) (I) > (IV) > (III) > (II) (b) (I) > (III) > (II) > (IV)

(c) (IV) > (I) > (II) > (III) (d) (IV) > (I) > (II) > (III)

47. Arrange the order as carbonion stability –

(a) (IV) > (III) > (II) > (II) (b) (I) > (II) > (III) > (IV)

(c) (IV) > (III) > (II) > (II) (d) (III) > (I) > (IV) > (II)




48. Wright the correct product of given reaction –

49. Wright the correct product of given reaction.

50. Arrange the following compound in order of increasing bosicity.

(a) I > II > III > IV (b) I > III > II > IV

(c) I > II > IV > III (d) IV > II > I > III




51. Wright the correct chemical shift order of , &a b CH H H proton in given compound is –

(a) a b cH H H (b) c b aH H H (c) b c aH H H (d) c a bH H H

52. Which carbocation is the most stable ?

53. Arrange the following into decreasing order of stability.

(a) I > III > II > IV (b) II > III > IV > I (c) III > IV > II > I (d) I > III > IV > II

54.

The intermediate and mechanism involved during the formation of product, respectively, are

(a) Benzyne and [2+2] cycloaddition reaction (b) Benzyne and [4+2] cycloaddition reaction

(c) Nitrene and [2+2] cycloaddition reaction (d) Carbene and chelotropic cycloaddition reaction




55.

The reagent involved during the conversation is –

(a) 2 ,SMe MeI

(b) 2 2 4, ,SMe Me SO NaH

(c) 3 4, ,DMSO Me O BF NaH

(d)

ANSWERKEY

1. (c) 2. (a) 3. (b) 4. (d) 5. (a) 6. (a) 7. (a) 8. (b) 9. (c) 10. (a)

11. (c) 12. (d) 13. (d) 14. (b) 15. (a) 16. (c) 17. (a) 18. (a) 19. (c) 20. (d)

21. (c) 22. (c) 23. (b) 24. (d) 25. (d) 26. (c) 27. (a) 28. (a) 29. (c) 30. (d)

31. (b) 32. (c) 33. (c) 34. (d) 35. (a) 36. (b) 37. (b) 38. (c) 39. (c) 40. (c)

41. (b) 42. (d) 43. (b) 44. (b) 45. (a) 46. (a) 47. (b) 48. (b) 49. (b) 50. (a)

51. (c) 52. (b) 53. (a) 54. (b) 55. (b)

ugc point ugc academy · 2020-03-09 · ugc point academy test series 21 /11/ 2018 ... this test...

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