Damascone

*alpha*-Damascone
Names
	IUPAC name (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one
	Other names Rose ketones
Identifiers
CAS Number	24720-09-0 ;
3D model (JSmol)	Interactive image;
3DMet	L01257;
Beilstein Reference	2208707
ChEBI	CHEBI:53220;
ChemSpider	4518000;
ECHA InfoCard	100.041.660
EC Number	246-430-4 correct ECHA infocard 100.042.195;
PubChem CID	5366077;
CompTox Dashboard (EPA)	DTXSID8051912;
	InChI InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7-8,12H,6,9H2,1-4H3/b7-5+ Key: CRIGTVCBMUKRSL-FNORWQNLSA-N;
	SMILES C/C=C/C(=O)C1C(=CCCC1(C)C)C;
Properties
Chemical formula	C13H20O
Molar mass	192.302 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H317, H411
Precautionary statements	P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P321, P330, P333+P313, P363, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

*beta*-Damascone^[1]
Names
	IUPAC name (E)-1-(2,6,6-Trimethyl-1-cyclohexenyl)but-2-en-1-one
	Other names Rose ketones
Identifiers
CAS Number	23726-91-2 ;
3D model (JSmol)	Interactive image;
3DMet	L01258;
ChemSpider	4524302 ;
ECHA InfoCard	100.041.660
EC Number	245-842-1;
PubChem CID	5374527;
UNII	I75J0X33Q6 ;
CompTox Dashboard (EPA)	DTXSID7051890 ;
	InChI InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+ Key: BGTBFNDXYDYBEY-FNORWQNLSA-N ; InChI=1/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+ Key: BGTBFNDXYDYBEY-FNORWQNLBE;
	SMILES O=C(/C1=C(/CCCC1(C)C)C)/C=C/C;
Properties
Chemical formula	C13H20O
Molar mass	192.30 g/mol
Density	0.934 g/mL
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H317, H411
Precautionary statements	P261, P264, P272, P273, P280, P302+P352, P321, P332+P313, P333+P313, P362, P363, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Damascones are a series of closely related chemical compounds that are components of a variety of essential oils. The damascones belong to a family of chemicals known as rose ketones, which also includes damascenones and ionones. beta-Damascone is a contributor to the aroma of roses, despite its relatively low concentration, and is an important fragrance chemical used in perfumery.^[2]

The damascones are derived from the degradation of carotenoids.^[3]^[4]

^ β-Damascone at Sigma-Aldrich
^ Rose (Rosa damascena), John C. Leffingwell
^ Biogeneration of C13-norisoprenoid compounds: experiments supportive for an apo-carotenoid pathway in grapevines. R. Baumes, J. Wirth, S. Bureau, Y. Gunata and A. Razungles, Analytica Chimica Acta, 29 April 2002, Volume 458, Issue 1, pages 3–14, doi:10.1016/S0003-2670(01)01589-6
^ Volatile Compounds Released by Enzymatic Hydrolysis of Glycoconjugates of Leaves and Grape Berries from Vitis vinifera Muscat of Alexandria and Shiraz Cultivars. Jérémie Wirth, Wenfei Guo, Raymond Baumes and Ziya Günata, J. Agric. Food Chem., 2001, 49 (6), pages 2917–2923, doi:10.1021/jf001398l

[1] β-Damascone at Sigma-Aldrich

[2] Rose (Rosa damascena), John C. Leffingwell

[3] Biogeneration of C13-norisoprenoid compounds: experiments supportive for an apo-carotenoid pathway in grapevines. R. Baumes, J. Wirth, S. Bureau, Y. Gunata and A. Razungles, Analytica Chimica Acta, 29 April 2002, Volume 458, Issue 1, pages 3–14, doi:10.1016/S0003-2670(01)01589-6

[4] Volatile Compounds Released by Enzymatic Hydrolysis of Glycoconjugates of Leaves and Grape Berries from Vitis vinifera Muscat of Alexandria and Shiraz Cultivars. Jérémie Wirth, Wenfei Guo, Raymond Baumes and Ziya Günata, J. Agric. Food Chem., 2001, 49 (6), pages 2917–2923, doi:10.1021/jf001398l

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