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Olympiadane

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Olympiadane
Skeletal formula of olympiadane
Ball-and-stick models of the component ions of olympiadane
Names
IUPAC name 6,9,12,15,18,29,32,35,38,41,52,55,58,61,64-pentadecaoxaheptacyclononahexaconta-1(69),2,4,19,21,23,25,27,42,44,46,48,50,65,67-pentadecaene;5,12,19,26-tetrazoniaheptacyclotetraconta-1(29),2(40),3,5(39),7,9,12,14,16(34),17,19(33),21(32),22,24(31),26(30),27,35,37-octadecaene;dodecahexafluorophosphate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/2C54H66O15.3C36H32N4.12F6P/c2*1-7-43-44-8-2-14-50(43)65-38-32-59-26-20-56-22-28-61-34-40-67-52-16-5-12-48-47(52)11-6-18-54(48)69-42-36-63-30-24-57-23-29-62-35-41-68-53-17-4-9-45-46(53)10-3-15-51(45)66-39-33-60-27-21-55-19-25-58-31-37-64-49(44)13-1;3*1-2-30-4-3-29(1)25-37-17-9-33(10-18-37)35-13-21-39(22-14-35)27-31-5-7-32(8-6-31)28-40-23-15-36(16-24-40)34-11-19-38(26-30)20-12-34;12*1-7(2,3,4,5)6/h2*1-18H,19-42H2;3*1-24H,25-28H2;;;;;;;;;;;;/q;;3*+4;12*-1Key: ROLRJLKBOAVDIY-UHFFFAOYSA-N
SMILES
  • c1cc2c3cccc2OCCOCCOCCOCCOc4cccc5c4cccc5OCCOCCOCCOCCOc6cccc7c6cccc7OCCOCCOCCOCCOc3c1.c1cc2c3cccc2OCCOCCOCCOCCOc4cccc5c4cccc5OCCOCCOCCOCCOc6cccc7c6cccc7OCCOCCOCCOCCOc3c1.c1cc2ccc1C3ccc(cc3)-c4cc(cc4)Cc5ccc(cc5)C6ccc(cc6)-c7cc(cc7)C2.c1cc2ccc1C3ccc(cc3)-c4cc(cc4)Cc5ccc(cc5)C6ccc(cc6)-c7cc(cc7)C2.c1cc2ccc1C3ccc(cc3)-c4cc(cc4)Cc5ccc(cc5)C6ccc(cc6)-c7cc(cc7)C2.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F.F(F)(F)(F)(F)F
Properties
Chemical formula C228H236F72N12O30P12
Molar mass 5364.020 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Olympiadane is a mechanically interlocked molecule composed of five interlocking macrocycles that resembles the Olympic rings. The molecule is a linear pentacatenane or a catenane. It was synthesized and named by Fraser Stoddart and coworkers in 1994. The molecule was designed without any practical use in mind, although other catenanes may have possible application to the construction of a molecular computer.

See also

References

  1. Amabilino, D. B.; Ashton, P. R.; Reder, A. S.; Spencer, N.; Stoddart, J. F. (1994). "Olympiadane". Angew. Chem. Int. Ed. Engl. 33 (12): 1286–1290. doi:10.1002/anie.199412861.
  2. Browne, M. W. (30 August 1994). "Chemists Make Rings Of Interlocked Atoms, A Clue to Life's Origin". The New York Times. Retrieved 3 January 2016.
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