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Damascone

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(Redirected from Beta-damascone) Not to be confused with Damascenone.
beta-Damascone
Names
IUPAC name (E)-1-(2,6,6-Trimethyl-1-cyclohexenyl)but-2-en-1-one
Other names Rose ketones
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.041.660 Edit this at Wikidata
EC Number
  • 245-842-1
PubChem CID
UNII
CompTox Dashboard (EPA)
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 GHS07: Exclamation markGHS09: Environmental hazard
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound
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
3D model (JSmol)
Beilstein Reference 2208707
ChEBI
ChemSpider
ECHA InfoCard 100.041.660 Edit this at Wikidata
EC Number
PubChem CID
CompTox Dashboard (EPA)
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
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS09: Environmental hazard
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

The damascones are derived from the degradation of carotenoids.

See also

References

  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

Further reading

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