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Sumanene information


Sumanene
Names
Preferred IUPAC name
4,7-Dihydro-1H-tricyclopenta[def,jkl,pqr]triphenylene
Identifiers
CAS Number
  • 151253-59-7 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9348199 ☒N
PubChem CID
  • 11173107
UNII
  • TX2KR8MQM9 checkY
CompTox Dashboard (EPA)
  • DTXSID20894120 Edit this at Wikidata
InChI
  • InChI=1S/C21H12/c1-2-11-8-13-5-6-15-9-14-4-3-12-7-10(1)16-17(11)19(13)21(15)20(14)18(12)16/h1-6H,7-9H2 ☒N
    Key: WOYKPMSXBVTRKZ-UHFFFAOYSA-N ☒N
  • InChI=1/C21H12/c1-2-11-8-13-5-6-15-9-14-4-3-12-7-10(1)16-17(11)19(13)21(15)20(14)18(12)16/h1-6H,7-9H2
    Key: WOYKPMSXBVTRKZ-UHFFFAOYAE
SMILES
  • C16=C5C4=C3C2=C1C7=CC=C2CC3=CC=C4CC5=CC=C6C7
Properties
Chemical formula
 C21H12
Molar mass 264.32
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Sumanene is a polycyclic aromatic hydrocarbon and of scientific interest because the molecule can be considered a fragment of buckminsterfullerene. Suman means "sunflower" in both Hindi and Sanskrit.[1] The core of the arene is a benzene ring and the periphery consists of alternating benzene rings (3) and cyclopentadiene rings (3). Unlike fullerene, sumanene has benzyl positions which are available for organic reactions.

  1. ^ Towards the design of tricyclopenta [def, jkl, pqr] triphenylene (sumanene): a bowl-shaped hydrocarbon featuring a structural motif present in C60 (buckminsterfullerene) Goverdhan Mehta, Shailesh R. Shah and K. Ravikumar Journal of the Chemical Society, Chemical Communications, 1993, (12), 1006 - 1008 doi:10.1039/C39930001006

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Sumanene

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Sumanene is a polycyclic aromatic hydrocarbon and of scientific interest because the molecule can be considered a fragment of buckminsterfullerene. Suman...

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Geodesic polyarene

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surfaces. Examples include fullerenes, nanotubes, corannulenes, helicenes and sumanene. The molecular orbitals of the carbon atoms in these systems are to some...

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Norbornadiene

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Norbornadiene is also the starting material for the synthesis of diamantane and sumanene and it is used as an acetylene transfer agent for instance in reaction...

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Contorted aromatics

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doi:10.1021/ja00010a012. Sakurai, H (2005). "Structural elucidation of sumanene and generation of its benzylic anions". Journal of the American Chemical...

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