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2D Structure
Also known as: 128-08-5, Succinbromimide, Succinbromide, Succinibromimide, N-bromosuccimide, 1-bromo-2,5-pyrrolidinedione
Molecular Formula
C4H4BrNO2
Molecular Weight
177.98  g/mol
InChI Key
PCLIMKBDDGJMGD-UHFFFAOYSA-N
FDA UNII
K8G1F2UCJF

A brominating agent that replaces hydrogen atoms in benzylic or allylic positions. It is used in the oxidation of secondary alcohols to ketones and in controlled low-energy brominations. (From Miall's Dictionary of Chemistry, 5th ed; Hawley's Condensed Chemical Dictionary, 12th ed,).
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-bromopyrrolidine-2,5-dione
2.1.2 InChI
InChI=1S/C4H4BrNO2/c5-6-3(7)1-2-4(6)8/h1-2H2
2.1.3 InChI Key
PCLIMKBDDGJMGD-UHFFFAOYSA-N
2.2 Other Identifiers
2.2.1 UNII
K8G1F2UCJF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Bromosuccinimide

2. N Bromosuccinimide

3. Succinbromimide

2.3.2 Depositor-Supplied Synonyms

1. 128-08-5

2. Succinbromimide

3. Succinbromide

4. Succinibromimide

5. N-bromosuccimide

6. 1-bromo-2,5-pyrrolidinedione

7. Nbs

8. Succinimide, N-bromo-

9. Nsc 16

10. Ccris 2899

11. 1-bromo-2,5-pyrrolidine-dione

12. Unii-k8g1f2ucjf

13. K8g1f2ucjf

14. Einecs 204-877-2

15. Nsc-16

16. Ai3-16619

17. Chebi:53174

18. Hsdb 8381

19. Ec 204-877-2

20. 204-877-2

21. 1-bromopyrrolidine-2,5-dione

22. 2,5-pyrrolidinedione, 1-bromo-

23. Bromosuccinimide

24. N-bromsuccinimide

25. N-bromo-succinimide

26. Mfcd00005510

27. N-bromosuccinimide (nbs)

28. 1-bromodihydro-1h-pyrrole-2,5-dione

29. N-bromo Succinimide

30. N-bromobutanimide

31. N-bromsuccinimid

32. N-bromosuccinimid

33. N-bromosuccmimide

34. 1-bromo-2,5-pyrrolidinedione; Bromosuccinimide; Nbs; Nsc 16; Succinbromimide;

35. N-brom-succinimide

36. N-bromo Succinimid

37. N-bromosuccinirnide

38. N-brornosuccinimide

39. Jv-bromosuccinimide

40. N -bromosuccinimide

41. N-bromosuccin-imide

42. N- Bromosuccinimide

43. N-bromo Succinic Imide

44. Schembl58

45. 2, 1-bromo-

46. Wln: T5vnvtj Be

47. N-bromosuccinic Acid Imide

48. N-bromo Succinic Acid Imide

49. Nsc16

50. 1-brompyrrolidine-2,5-dione

51. N-bromopyrrolidine-2,5-dione

52. Sgcut00108

53. N-bromosuccinimide [mi]

54. 1-bromo-pyrrolidine-2,5-dione

55. Dtxsid2038738

56. Bcp15478

57. Hy-y0775

58. To_000027

59. Stl146592

60. Akos000120001

61. Cs-w008781

62. Fb09835

63. Bp-30011

64. N-bromosuccinimide, Reagentplus(r), 99%

65. Db-025349

66. N-bromosuccinimide, For Synthesis, 98.0%

67. B0656

68. N-bromosuccinimide, Purum, >=95.0% (rt)

69. Ns00004835

70. En300-20081

71. D77695

72. N-bromosuccinimide (< 0.1% Wt Chlorine Content)

73. Q286939

74. F1908-0173

75. Inchi=1/c4h4brno2/c5-6-3(7)1-2-4(6)8/h1-2h

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 177.98 g/mol
Molecular Formula C4H4BrNO2
XLogP3-0.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area37.4
Heavy Atom Count8
Formal Charge0
Complexity129
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Metabolism/Metabolites

Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626)