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Tricyclodecane

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(Redirected from Endo-tetrahydrodicyclopentadiene)
Tricyclodecane
endo
exo
Names
IUPAC name tricyclodecane
Other names Tetrahydrodicyclopentadiene
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
EC Number
  • 227-851-2
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H16/c1-2-9-7-4-5-8(6-7)10(9)3-1/h7-10H,1-6H2Key: LPSXSORODABQKT-UHFFFAOYSA-N
SMILES
  • C1CC2C3CCC(C3)C2C1
Properties
Chemical formula C10H16
Molar mass 136.238 g·mol
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Signal word Danger
Hazard statements H226, H302, H304, H315, H319, H335
Precautionary statements P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P331, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, P501
Related compounds
Related compounds Twistane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Tricyclodecane (TCD) is an organic compound with the formula C10H16. It is classed as a hydrocarbon. It has two main stereoisomers–the endo and exo forms. Its primary use in the exo form is as a component of jet fuel. It is used here primarily because of its high energy density. The exo isomer also has a low freezing point. Because of this, its properties have been studied extensively. It is often called tetrahydrodicyclopentadiene.

Reactions

Its reactions with other materials have been studied, as have various production methods. The two isomers can interconvert in the presence of aluminum chloride as catalyst absorbed on substrates such as silicon dioxide or zeolites, with preference for forming the exo as the major product.

References

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