Hydrindane

Hydrindane
Names
	IUPAC name 2,3,3a,4,5,6,7,7a-octahydro-1H-indene
	Other names octahydroindene, hexahydroindane, bicyclo[4.3.0]nonane
Identifiers
CAS Number	496-10-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	2321743
ChEBI	CHEBI:49301;
ChemSpider	9902;
ECHA InfoCard	100.007.104
EC Number	207-813-1;
PubChem CID	10325;
CompTox Dashboard (EPA)	DTXSID40870562 ;
	InChI InChI=1S/C9H16/c1-2-5-9-7-3-6-8(9)4-1/h8-9H,1-7H2 Key: BNRNAKTVFSZAFA-UHFFFAOYSA-N;
	SMILES C1CCC2CCCC2C1;
Properties
Chemical formula	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:[1]
Pictograms
Signal word	Warning
Hazard statements	H226, H302, H413
Precautionary statements	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). Infobox references

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.

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

References

^ 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
^ 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.
^ Hans Beyer, Wolfgang Walter (1978), Lehrbuch der organischen Chemie (18. ed.), Stuttgart: S. Hirzel Verlag, p. 350, ISBN 3-7776-0342-2

[LNorman-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.

[HBeyer-3] Hans Beyer, Wolfgang Walter (1978), Lehrbuch der organischen Chemie (18. ed.), Stuttgart: S. Hirzel Verlag, p. 350, ISBN 3-7776-0342-2

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