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CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974 E-mail: [email protected] Website: www.ugcpoint.in | UGC POINT LEADING INSTITUE FOR CSIR-JRF/NET,GATE & JAM BOOKLET CODE SUBJECT CODE A CHEMICAL SCIENCE 01 ORGANIC CHEMISTRY Date: 20/5/2015 Timing: 2:00 H Maximum Marks: 120 Instructions 1. This test paper has a total of 60 questions carrying 120 marks. All questions 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 or Blue Ball 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 TEST SEREIS # 1

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CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

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

BOOKLET CODE SUBJECT CODE

A CHEMICAL SCIENCE 01

ORGANIC CHEMISTRY

Date: 20/5/2015 Timing: 2:00 H Maximum Marks: 120

Instructions

1. This test paper has a total of 60 questions carrying 120 marks. All questions 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 or Blue Ball 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

TEST SEREIS # 1

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

1. The Major product A in the following reaction sequence

2. Find out the relation between two given compound

(1) I & II are anomers to each other

(2) I & II are Epimers to each other

(3) I & II are identical

(4) I & II are enantiomers to each other

3. Major product of the following inter conversion is

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

4. The major product A in the following reaction sequence

5. The major product ‘P’ of the given reaction is

6. The correct arrangement of stability of the following compounds is

(1) III > II > IV > I (2) III > I > II > IV (3) III > IV > I > II (4) III > IV > II > I

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

7. The Major product A & B of the following reaction sequence respectively are

8. Find out the major product of the following inter conversion

9. The major production [A] in the following reaction sequence

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

10. The major product [B] in the following reaction sequence;

11. In the following reaction

(1) A is major alkene due to its thermodynamic stability

(2) B is major product

(3) Both formed in equal proportion

(4) Due to sterically crowded base, reaction does not exist

12. The major product [A] in the following reaction sequence

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

13. The major product of the following reaction is

14. Find out the major product in the following interconversion

15. Assign the absolute configuration of the Enantiomer of following compounds

(1) 2R, 3E (2) 2S, 3E (3) 2S, 3Z (4) 2R, 3Z

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

16. Consider the following statements

A. A molecule is achiral in the absence of a center of chirality

B. The chiral biphenyl belongs to group of compound which exhibit axial chirality

C. Trans –cyclooctane is an achiral compound

D. Molecules with two or more identically substituted stereo center may exist as meso isomers.

Which of the above statements are incorrect? (1) B and D (2) A and D (3) A and C (4) Only A

17. What is the stereo chemical relationship between compound I and II

(1) Enantiomer (2) Diastereomer (3) Tautomer (4) identical

18. Consider the following inter conversion

Find out the major product [P]

19. The major product [A] in the following reaction sequence

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

20. The major product [A] & [B] in the following reaction sequence

21. The major product [A] in the following reaction sequence;

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

22. The major product [A] in the following reaction sequence

23. The major product (B) in the following reaction sequence

24. Find out the major product of the following inter conversion

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

25. Find out the product of the following inter conversion

26. The major product of the following inter conversion is

27. The major product of the following inter conversion is

28. The major product A in the following reaction sequence

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

29. What is the structure of major product (B)

30. What is the structure of major product (A)

31. What is the major product (A)

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

32. The correct order for the rates of Electrophilic aromatic substitution of the following compound is

(1) D > C > B > A (2) D > C > A > B (3) C > D > A > B (4) C > D > B > A ‘

33. The major product (A) and mechanism

34. The major product A & B in the following reaction sequence

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

35. In the following reaction, major product is

36. Find out the major product (P) of the following reaction

37. In the given reaction sequences the products A & B respectively are

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

38. Find out the major product (P) of the following inter conversion

39. Find out the correct option for the following reactions

40. In the following reaction

‘X’ and ‘Y’ are respectively

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

41. Related to the following compounds

Which of the following statement (s) is /are correct

(A) (ii) undergoes faster basic hydrolysis then (i)

(B) (i) undergoes faster basic hydrolysis then (ii)

(C) (i) is more basic then (ii)

(D) (ii) is more basic then (i)

(1) B, C (2) B, D (3) A, D (4) A only

42. Identify intermediate (I) and product (P) in the reaction

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

43. In the following reaction

Data for compound [X]

IR: CH and fingerprint only

11 : 7.25 5 , , 4.28 1 , , 4.8 , 3.91 1 , , 4.8 ,2.93 3 ,s

1.26 3 , &0.76 3 ,

ppm H s H d J Hz H d J Hz H

H s H s

The product [X] is

44. Among the following given compound having molecular formula C8H10O exhibited 6 peaks in its

decoupled 13C-NMR spectrum

45. [A] & [B] for the following reaction is

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

46. Predict the major product (A) and (B)

(a) A =

O

HB =

O

Me

(b) A =

O

CHB =

O

CH

(c) A =

O

HB =

O

H

(d) A =

O

CHB =

O

CH

C CH2

Me

C CH2

Me

C CH2

Me

C CH2

47. What is the major product (B) and which type of selectivity from product (A) to (B) formation with the reagent 3rd (NH2NH2/KOH)

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

48. What is structure of major product (A) and what is the intermediate of the reaction

49. What is the major product (B)

50. What is the major product (A) and which type f selectivity in the above reaction

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

51. What is the structure of major product (B)

52. What is the major product (B)

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

53. The major product (A) and its Mechanism;

54. The major product (A)

55. What is the major product (A)

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

56. In the following reaction

57. In the following reaction

The intermediate formed and the major product P is respectively

58. In the following reaction the appropriate reagent A is

(1) 3 3/CH MgBr H O (2) 3 3/CH Li H O (3) 3 2CH Zn (4) 3 2

CH Cd

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

59. The major product A & B in the following reaction sequence

60. In the following reaction, the product P is

CHEMICAL SCIENCE SUBJECT CODE-01 BOOKLET CODE-A

H.O: 27-G 2ND FLOOR, JIA SARAI, NEAR IIT, NEW DELHI- 110016 South Campus Centre: 297, GROUND FLOOR, OPP. VENKY COLLEGE, SATYA NIKETEN Tel: 011-26521410, 26855515 Mobs: 09654680505, 07503646974

E-mail: [email protected] Website: www.ugcpoint.in |

TEST SEREIS # 1 ANSWER KEY

ORGANIC CHEMISTRY

Question ANSWER Question ANSWER

1. (2) 31. (1) 2. (2) 32. (1) 3. (1) 33. (1) 4. (1) 34. (1) 5. (4) 35. (3) 6. (3) 36. (4) 7. (2) 37. (1) 8. (2) 38. (2) 9. (4) 39. (1)

10. (1) 40. (2) 11. (2) 41. (2) 12. (4) 42. (4) 13. (2) 43. (2) 14. (4) 44. (2) 15. (2) 45. (2) 16. (3) 46. (1) 17. (2) 47. (4) 18. (1) 48. (3) 19. (3) 49. (2) 20. (2) 50. (3) 21. (1) 51. (2) 22. (2) 52. (4) 23. (4) 53. (3) 24. (4) 54. (1) 25. (1) 55. (3) 26. (1) 56. (2) 27. (1) 57. (3) 28. (3) 58. (2) 29. (1) 59. (3) 30. (1) 60. (3)