Damascenone

beta-Damascenone
Names
IUPAC name
(E)-1-(2,6,6-Trimethyl-1-cyclohexa-1,3-dienyl)but-2-en-1-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.041.662
UNII
  • InChI=1S/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+ Y
    Key: POIARNZEYGURDG-FNORWQNLSA-N Y
  • InChI=1/C13H18O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8H,9H2,1-4H3/b7-5+
    Key: POIARNZEYGURDG-FNORWQNLBV
  • O=C(\C1=C(\C=C/CC1(C)C)C)/C=C/C
Properties
C13H18O
Molar mass 190.286 g·mol−1
Appearance Pale yellow liquid
Density 0.945-0.952 g/mL
Boiling point 116 degrees C (13 Torr)
1 mL (in 10 mL 95% ethanol)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant, Environmental hazard
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

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

The damascenones are derived from the degradation of carotenoids.

β-damascenone is well-known for contributing to the strong aroma of red wines and has been found to enhance the floral, fruity notes of wine and contribute to its characteristic aroma.

In 2008, (E)-β-damascenone was identified as a primary odorant in Kentucky bourbon.