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2D Structure
Also known as: 87-61-6, Trichlorobenzene, Vic-trichlorobenzene, 1,2,6-trichlorobenzene, Benzene, 1,2,3-trichloro-, 12002-48-1
Molecular Formula
C6H3Cl3
Molecular Weight
181.4  g/mol
InChI Key
RELMFMZEBKVZJC-UHFFFAOYSA-N
FDA UNII
NUR9777IK4

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1,2,3-trichlorobenzene
2.1.2 InChI
InChI=1S/C6H3Cl3/c7-4-2-1-3-5(8)6(4)9/h1-3H
2.1.3 InChI Key
RELMFMZEBKVZJC-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC(=C(C(=C1)Cl)Cl)Cl
2.2 Other Identifiers
2.2.1 UNII
NUR9777IK4
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Trichlorobenzene

2.3.2 Depositor-Supplied Synonyms

1. 87-61-6

2. Trichlorobenzene

3. Vic-trichlorobenzene

4. 1,2,6-trichlorobenzene

5. Benzene, 1,2,3-trichloro-

6. 12002-48-1

7. Nur9777ik4

8. Chebi:35289

9. Nsc-43432

10. Dsstox_cid_6193

11. Dsstox_rid_78052

12. Dsstox_gsid_26193

13. Cas-87-61-6

14. Ccris 5944

15. Hsdb 1502

16. Einecs 201-757-1

17. Nsc 43432

18. Brn 0956882

19. Trichlorobenzene, 1,2,3-

20. Unii-nur9777ik4

21. Ai3-15516

22. 1,2,3-tcb

23. 10-oxapalitic Acid

24. 1,3-trichlorobenzene

25. 1,6-trichlorobenzene

26. 1,2,3-trichlorbenzol

27. Benzene,2,3-trichloro-

28. 1,2-dichlorochlorobenzene

29. 1,2,3-trichloro-benzene

30. Benzene, 1,2,3-trichloro-, Radical Ion(1-)

31. Ec 201-757-1

32. Benzene, 1,2,3-trichloro

33. Schembl23239

34. Mls002415671

35. Bidd:er0649

36. Chembl46557

37. Dtxsid8026193

38. 1,2,3-trichlorobenzene, 99%

39. Hms3039d12

40. Zinc404471

41. Nsc43432

42. Tox21_202113

43. Tox21_300501

44. Ck1107

45. Mfcd00000537

46. Akos007930300

47. 1,2,3-trichlorobenzene [mi]

48. 1,2,3-trichlorobenzene [hsdb]

49. Ncgc00091850-01

50. Ncgc00091850-02

51. Ncgc00091850-03

52. Ncgc00091850-04

53. Ncgc00254273-01

54. Ncgc00259662-01

55. 51703-47-0

56. Smr001370869

57. Db-057010

58. 1,2,3-trichlorobenzene, Analytical Standard

59. Ft-0606225

60. Ft-0606226

61. T0377

62. En300-83456

63. 1,2,3-trichlorobenzene 100 Microg/ml In Isooctane

64. 1,2,3-trichlorobenzene 100 Microg/ml In Methanol

65. Q1917053

66. 1,2,3-trichlorobenzene 10 Microg/ml In Cyclohexane

67. 1,2,3-trichlorobenzene 1000 Microg/ml In Methanol

68. 1,2,3-trichlorobenzene 5000 Microg/ml In Methanol

69. 1,2,3-trichlorobenzene 100 Microg/ml In Acetonitrile

70. 1,2,3-trichlorobenzene, Pestanal(r), Analytical Standard

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 181.4 g/mol
Molecular Formula C6H3Cl3
XLogP34.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass179.930033 g/mol
Monoisotopic Mass179.930033 g/mol
Topological Polar Surface Area0 Ų
Heavy Atom Count9
Formal Charge0
Complexity84.3
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

... Five days after the oral administration of 1,2,3-trichlorobenzene to rabbits, 78% ... of the administered dose was excreted as monophenols.

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes p.C-38 (1980) EPA 440/5-80-028


All three isomers of trichlorobenzene were absorbed from the gastrointestinal tract, intact skin, and lung.

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes p.C-35 (1980) EPA 440/5-80-028


The tissue distribution and elimination of 1,2,3-trichlorobenzene, 1,2,4-trichlorobenzene, and 1,3,5-trichlorobenzene were examined in male Sprague Dawley rats. Fasted animals were given single doses of 10 mg/kg of the (14)C labeled isomers by gavage. Serial sacrifices were performed at 0.5, 1, and 24 hr and 1, 2, 7, 14, 28, and 56 days post administration. Radioassays utilized the liver, kidneys, spleen, brain, pancreas, lung, heart, thigh muscle, skin, perirenal fat, testes, bladder, adrenals, epididymis, seminal vesicles, prostate, gastrointestinal tract, blood, and salivary glands. The data for each tissue was fitted to a linear compartmental pharmacokinetic model. The amount of (14)C excreted in urine and feces was determined daily for 1,2,3-trichlorobenzene and 1,3,5-trichlorobenzene isomers. Radioactivity from the labeled isomers appeared in the blood and tissues within 30 min of administration, peaked at approximately 4 hr, and slowly declined to background levels. Radioactivity attributed to 1,2,4-trichlorobenzene dropped to background levels after 28 days. The bladder, kidney, fat, skin, liver, and adrenals showed high 1,2,4-trichlorobenzene activity up to 24 hr post treatment. Radioactivity due to 1,2,3-trichlorobenzene dropped to background levels after 56 days for liver, fat, and skin and 28 days for the other tissues. The highest 1,2,3-trichlorobenzene concentrations were found in liver, fat, kidney, and bladder. Significant levels of radioactivity from 1,3,5-trichlorobenzene remained in the tissues after 56 days for all tissues examined. Approx 85% of 1,3,5-trichlorobenzene and 92% of the 1,2,3-trichlorobenzene were excreted within 24 hr of dosing. Compartmental analysis showed 1,3,5-trichlorobenzene to have the highest values for the linear coefficients of exponential decay.

Chu I et al; J Environ Sci Health Part B: Pesticides, Foods, Contaminants, Agricultural Wastes 22 (4): 439-53 (1987)


4.2 Metabolism/Metabolites

1,2,3-trichlorobenzene is metabolized to n-acetyl-s-(2,3,4-trichlorophenyl)-l-cysteine, 2,3,4-trichlorophenol, & 3,4,5-trichlorophenol in rabbits. /from table/

Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. T-19


In metabolic studies with rabbits using each of the 3 isomeric trichlorobenzenes at 0.5 g/kg, 1,2,3-trichlorobenzene was the one most rapidly metabolized ... in 5 days, 62% ... underwent glucuronic conjugation. The major metabolite was 2,3,4-trichlorophenol; small amt of 3,4,5-trichlorophenol, 3,4,5-trichlorocatechol, & mercapturic acid were ... detected.

National Research Council. Drinking Water & Health Volume 1. Washington, DC: National Academy Press, 1977., p. 773


4.3 Biological Half-Life

... Five days after the oral administration of 1,2,3-trichlorobenzene to rabbits, 78% ... of the administered dose was excreted as monophenols.

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes p.C-38 (1980) EPA 440/5-80-028


Approximate half-life of 1,2,3-trichlorobenzene is 2 days.

USEPA; Ambient Water Quality Criteria Doc: Chlorinated Benzenes p.C-38 (1980) EPA 440/5-80-028