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Tricyclodecane

Chemical compound From Wikipedia, the free encyclopedia

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.

Quick facts Names, Identifiers ...
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).
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Reactions

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]

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