Wikipedia

Tricyclodecane

(Redirected from Exo-tetrahydrodicyclopentadiene)

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.[2] Its primary use in the exo form is as a component of jet fuel.[3] It is used here primarily because of its high energy density. The exo isomer also has a low freezing point.[4][5] Because of this, its properties have been studied extensively.[6][7][8][9][10] It is often called tetrahydrodicyclopentadiene.

Tricyclodecane
endo
exo
Names
IUPAC name
tricyclo[5.2.1.02,6]decane
Other names
Tetrahydrodicyclopentadiene
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 227-851-2
  • InChI=1S/C10H16/c1-2-9-7-4-5-8(6-7)10(9)3-1/h7-10H,1-6H2
    Key: LPSXSORODABQKT-UHFFFAOYSA-N
  • C1CC2C3CCC(C3)C2C1
Properties
C10H16
Molar mass 136.238 g·mol−1
Hazards
GHS labelling:[1]
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H226, H302, H304, H315, H319, H335
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 [77 °F], 100 kPa).

Reactions

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Its reactions with other materials have been studied,[11][12] as have various production methods.[13][14] The two isomers can interconvert in the presence of aluminum chloride as catalyst absorbed on substrates such as silicon dioxide or zeolites,[15][16][17][18] with preference for forming the exo as the major product.[19][20]

References

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  1. ^ "Tetrahydrodicyclopentadiene". pubchem.ncbi.nlm.nih.gov.
  2. ^ "Exo-tricyclo[5.2.1.0(2.6)]decane". webbook.nist.gov. Retrieved 2023-10-03.
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