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Chemistry

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Also known as: 75-52-5, Methane, nitro-, Nitrocarbol, Nitrometan, Ch3no2, Nitro methane
Molecular Formula
CH3NO2
Molecular Weight
61.040  g/mol
InChI Key
LYGJENNIWJXYER-UHFFFAOYSA-N
FDA UNII
RU5WG8C3F4

Nitromethane
Nitromethane is a colorless, oily, highly flammable liquid with a strong, disagreeable odor that emits toxic fumes of nitrogen oxides upon decomposition. Nitromethane is used to make industrial antimicrobials and pharmaceuticals, and is also used as a soil fumigant and as a fuel in race car engines. Exposure to nitromethane irritates the skin and affects the central nervous system causing nausea, dizziness and narcosis. This substance is reasonably anticipated to be a human carcinogen. (NCI05)
1 2D Structure

Nitromethane

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
nitromethane
2.1.2 InChI
InChI=1S/CH3NO2/c1-2(3)4/h1H3
2.1.3 InChI Key
LYGJENNIWJXYER-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C[N+](=O)[O-]
2.2 Other Identifiers
2.2.1 UNII
RU5WG8C3F4
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 75-52-5

2. Methane, Nitro-

3. Nitrocarbol

4. Nitrometan

5. Ch3no2

6. Nitro Methane

7. Nitro-methane

8. Nsc 428

9. Meno2

10. Ru5wg8c3f4

11. Chebi:77701

12. Nsc-428

13. Nitrometan [polish]

14. Nitromethane, Acs Reagent, >=95%

15. Ccris 1205

16. Hsdb 106

17. Einecs 200-876-6

18. Un1261

19. Unii-ru5wg8c3f4

20. Nitrometane

21. Ai3-00111

22. Nitro- Methane

23. Aci-nitromethanium

24. Nitromethane, Acs

25. Mfcd00007400

26. Nitro Fuel (salt/mix)

27. Nitromethane, 99.0%

28. Dsstox_cid_977

29. Nitromethane [mi]

30. Nitromethane, Hplc Grade

31. Nitromethane [un1261] [flammable Liquid]

32. Ch2no2

33. No2ch3

34. Ec 200-876-6

35. Nitromethane [hsdb]

36. Nitromethane [iarc]

37. Nitromethane [inci]

38. Wln: Wn1

39. Dsstox_rid_75900

40. N-hydroxy-n-oxomethanaminium

41. Dsstox_gsid_20977

42. Nitromethane [usp-rs]

43. Chembl276924

44. Nsc428

45. Dtxsid2020977

46. Nitromethane, Analytical Standard

47. Nitromethane, Reagent Grade, 96%

48. Nitromethane, For Hplc, >=96%

49. Zinc8830544

50. Tox21_200822

51. Br1297

52. Methylene, Nitro-(8ci,9ci)

53. Stl185630

54. Akos009031372

55. Un 1261

56. Cas-75-52-5

57. Methane, Nitro-,ion(1-) (8ci,9ci)

58. Ncgc00091494-01

59. Ncgc00091494-02

60. Ncgc00258376-01

61. Nitromethane, Reagentplus(r), >=99.0%

62. Nitromethane, Saj First Grade, >=90.0%

63. Ft-0659976

64. N0019

65. N0209

66. N0239

67. C19275

68. A838443

69. Q407733

70. F1908-0092

71. Nitromethane, Puriss., Absolute, Over Molecular Sieve (h2o <=0.01%), >=98.5% (gc)

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 61.040 g/mol
Molecular Formula CH3NO2
XLogP30.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass61.016378338 g/mol
Monoisotopic Mass61.016378338 g/mol
Topological Polar Surface Area45.8 Ų
Heavy Atom Count4
Formal Charge0
Complexity27.5
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 Absorption, Distribution and Excretion

Nitroparaffins are absorbed through lung and from GI tract. Applications to skin give no evidence of sufficient absorption to result in systemic injury. /nitroparaffins/

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4151


4.2 Metabolism/Metabolites

Nitromethane is apparently metabolized by different mechanism than nitroethane and nitropropane in that negligible amt of nitrites are found in blood following iv injection of 1 mmol in rabbits.

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 4154


Rabbit liver homogenate yields nitrite after incubation with nitromethane.

SCOTT EW; J IND HYG TOXICOL 25: 20 (1943)


Liver microsomes from phenobarbital pretreated rats convert nitromethane to acetone and nitrate in presence of the reduced form of nicotinamide-adenine dinucleotide phosphate and oxygen. Addition of nitromethane to oxidized rat liver microsomal suspension gave rise to substrate binding difference spectrum with peak at 437 nm, interpreted as formation of cytochrome p450 no complex. Parallel to complex formation, oxidized rat liver microsomes catalyzed prodn of formaldehyde from nitromethane in the reduced form of nicotinamide-adenine dinucleotide phosphate-dependent reaction.

PMID:7362648 SAKURAI H ET AL; BIOCHEM PHARMACOL 29 (3): 341 (1980)


Formaldehyde generated from nitromethane was found only in trace amounts after incubation with microsomes from from Fischer 344 rat liver, but none was found after incubation with rat nasal microsomes. Nitromethane inhibited rabbit liver cytochrome P450 activity, apparently competing for the same ferrohaemochrome- binding sites as carbon monoxide.

IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V77 493 (2000)


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08-Jan-2021
14-Oct-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
Number of Transactions

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