Hydrindane

Last updated
Hydrindane
Hydrindane.svg
Names
IUPAC name
2,3,3a,4,5,6,7,7a-octahydro-1H-indene
Other names
octahydroindene, hexahydroindane, bicyclo[4.3.0]nonane
Identifiers
3D model (JSmol)
2321743
ChEBI
ChemSpider
ECHA InfoCard 100.007.104 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 207-813-1
PubChem CID
  • InChI=1S/C9H16/c1-2-5-9-7-3-6-8(9)4-1/h8-9H,1-7H2
    Key: BNRNAKTVFSZAFA-UHFFFAOYSA-N
  • C1CCC2CCCC2C1
Properties
C9H16
Molar mass 124.227 g·mol−1
Density 0.90732 g/cm3
Melting point −53 °C (−63 °F; 220 K)
Boiling point 165.5–167.5 °C (329.9–333.5 °F; 438.6–440.6 K)
Hazards
GHS labelling:
GHS-pictogram-flamme.svg GHS-pictogram-exclam.svg
Warning
H226, H302, H413
P210, P233, P240, P241, P242, P243, P264, P270, P273, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Hydrindane is an organic compound with the formula C9H16. A bicyclic molecule, it is the hydrogenated derivative of the more common hydrocarbons indane and indene. Isomers of hydrindane include the compound with cis-fused rings and the chiral trans-fused derivative. [1]

Occurrence

Lanostane, one of many steroids with a hydrindane core. Lanostane.svg
Lanostane, one of many steroids with a hydrindane core.

Hydrindane is a component of diesel fuels produced by hydrocracking. [2] Hydrindane is a subunit of many steroids. [3]

References

  1. Norman L. Allinger, James L. Coke (1960), "The Relative Stabilities of cis and trans Isomers. VII. The Hydrindanes 1,2", Journal of the American Chemical Society , vol. 82, no. 10, pp. 2553–2556, Bibcode:1960JAChS..82.2553A, doi:10.1021/ja01495a039
  2. McVicker, G. (2002). "Selective Ring Opening of Naphthenic Molecules". Journal of Catalysis. 210 (1): 137–148. Bibcode:2002JCat..210..137M. doi:10.1006/jcat.2002.3685.
  3. Hans Beyer, Wolfgang Walter (1978), Lehrbuch der organischen Chemie (18. ed.), Stuttgart: S. Hirzel Verlag, p. 350, ISBN   3-7776-0342-2