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2D Structure
Also known as: 77-73-6, Cyclopentadiene dimer, Bicyclopentadiene, Biscyclopentadiene, Dicyklopentadien, Dimer cyklopentadienu
Molecular Formula
C10H12
Molecular Weight
132.20  g/mol
InChI Key
HECLRDQVFMWTQS-UHFFFAOYSA-N

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
tricyclo[5.2.1.02,6]deca-3,8-diene
2.1.2 InChI
InChI=1S/C10H12/c1-2-9-7-4-5-8(6-7)10(9)3-1/h1-2,4-5,7-10H,3,6H2
2.1.3 InChI Key
HECLRDQVFMWTQS-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1C=CC2C1C3CC2C=C3
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 77-73-6

2. Cyclopentadiene Dimer

3. Bicyclopentadiene

4. Biscyclopentadiene

5. Dicyklopentadien

6. Dimer Cyklopentadienu

7. 4,7-methano-1h-indene, 3a,4,7,7a-tetrahydro-

8. Dcpd

9. 3a,4,7,7a-tetrahydro-4,7-methanoindene

10. 3a,4,7,7a-tetrahydro-1h-4,7-methanoindene

11. Nsc 7352

12. 4,7-methanoindene, 3a,4,7,7a-tetrahydro-

13. 4,7-methano-3a,4,7,7a-tetrahydroindene

14. 4,7-methano-1h-indene, 3a,4,7,7a-tetrahydro-, Homopolymer

15. Chebi:34695

16. Endo-dicyclopentadiene

17. 25038-78-2

18. Prometa Xp 100

19. Ncgc00090776-02

20. Tricyclo[5.2.1.02,6]deca-3,8-diene

21. Tricyclo[5.2.1.0(2,6)]deca-3,8-diene

22. Dicyklopentadien [czech]

23. Dimer Cyklopentadienu [czech]

24. Ccris 4790

25. Hsdb 321

26. 1,3-cpd

27. 3a,4,7,7a-tetrahydro-4,7-methano-1h-indene

28. 1755-01-7

29. Alpha-dicyclopentadiene (endo Form)

30. Einecs 201-052-9

31. Un2048

32. Tricyclo(5.2.1.0)-3,8-decadiene

33. Dicyclopentadiene Homopolymer

34. Brn 1904092

35. Nsc-7352

36. Ai3-03386

37. Un 2048

38. 1, Dimer

39. Tricyclo[5.2.1.0<2,6>]deca-3,8-diene

40. Dsstox_cid_5023

41. Ec 201-052-9

42. Dsstox_rid_77632

43. Dsstox_gsid_25023

44. 2-05-00-00391 (beilstein Handbook Reference)

45. Mls001055376

46. Chembl1570502

47. Dtxsid5025023

48. Nsc7352

49. (3a.alpha.,4.alpha.,7.alpha.,7a.alpha.)-3a,4,7,7a-tetrahydro-4,7-methano-1h-indene

50. Hms3039j06

51. Wln: L C555 A Du Iutj

52. 933-60-8

53. Tox21_400017

54. Stl445669

55. Akos000119974

56. Akos022186108

57. 3a,7,7a-tetrahydro-4,7-methanoindene

58. 4,7-methano-1h-indene, 3a,4,7,7a-tetrahydro-, (3a.alpha.,4.alpha.,7.alpha.,7a.alpha.)-

59. Cas-77-73-6

60. Ncgc00090776-01

61. Ncgc00090776-03

62. Ac-16096

63. Smr000677942

64. Dicyclopentadiene Contains Bht As Stabilizer

65. D0443

66. Dicyclopentadiene [un2048] [flammable Liquid]

67. Q419053

68. J-520256

69. Q-200967

70. F0001-1975

2.3 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 132.20 g/mol
Molecular Formula C10H12
XLogP32.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count0
Exact Mass132.093900383 g/mol
Monoisotopic Mass132.093900383 g/mol
Topological Polar Surface Area0 Ų
Heavy Atom Count10
Formal Charge0
Complexity212
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count4
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Absorption, Distribution and Excretion

In general, although some dicyclopentadiene can be exhaled unchanged, most of that absorbed is hydroxylated in the liver, undergoes glucuronide conjugation, and is excreted in the urine.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V2 39


/MILK/ When given by oral administration to lactating cows urine and feces contained 86% of administered dose with only trace amounts being secreted in milk. Some may have been eliminated in gaseous form. Compound was extensively absorbed from GI tract.

PMID:7459454 Wayne G, Oehler DD; Bull Environ Contam Toxicol 24 (5): 662-70 (1980)


Dicyclopentadiene is predicted to be rapidly absorbed and distributed following any route of administration. It is extensively absorbed from the GI tract.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V4 203


The substance can be absorbed into the body by inhalation and by ingestion.

IPCS, CEC; International Chemical Safety Card on Dicyclopentadiene. (October 2005). Available from, as of October 03, 2006: https://www.inchem.org/documents/icsc/icsc/eics0873.htm


Tetramethylenephosphonate derivatives of norborane (TPNB) and dicyclopentadiene (TPDCPD) were shown to readily form stable chelates with (99m)Tc that had high and selective bone uptake. The skeletal uptake and blood clearance properties of (99m)Tc-TPNB were similar to (99m)Tc-MDP in both rats and rabbits. This suggests additional studies to further evaluate (99m)Tc-TPNB or perhaps other large-organic based multidentate phosphonate ligands as potential bone imaging agents is warranted.

PMID:3771236 Volkert WA et al; Int J Rad Appl Instrum B 13 (1): 31-7 (1986)


4.2 Metabolism/Metabolites

When given by oral admin to lactating cows, metabolites were present in urine mainly in form of glucuronide conjugates. It is suggested that epoxidation of double bonds occurred, followed by hydrolysis of epoxides to diols & conjugation with glucuronic acid.

Wayne G, Oehler DD; Bull Environ Contam Toxicol 24 (5): 662-70 (1980)


... Urinary metabolites of dicyclopentadiene were not identified specifically, but analysis by thin layer chromatography indicated that the urine of mice and rats each had seven components. Six components were found in the urine of dogs. The Rf values of these components were similar; therefore, common metabolites were indicated in all three species. Only 1-3% of the radioactivity was attributed to nonmetabolized (14)carbon-dicyclopentadiene in all three species. When the urine from all species was subjected to enzymatic hydrolysis by glusulase (beta glucuronidase and sulfatase) and extracted, was recovered in the extract, indicating the presence of urine conjugates.

USEPA; Health and Environmental Effects Profile for Cyclopentadiene and Dicyclopentadiene p.16 (1987) ECAO-CIN-G012