Damascenone Chemical Properties

Boiling point:

275.6±10.0 °C(Predicted)

Density 

0.800-0.830 g/mL at 25 °C (lit.)

refractive index 

1.350-1.380

FEMA 

3420 | 1-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL)-2-BUTEN-1-ONE

Flash point:

62°F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

liquid

color 

yellow

Odor

at 10.00 % in dipropylene glycol. natural sweet fruity rose plum grape raspberry sugar

Odor Type

floral

JECFA Number

387

Stability:

Light Sensitive

LogP

4.04

CAS DataBase Reference

23696-85-7(CAS DataBase Reference)

NIST Chemistry Reference

2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-(23696-85-7)

EPA Substance Registry System

2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)- (23696-85-7)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-43

Safety Statements 

7-16-36/37

RIDADR 

UN 1170

WGK Germany 

3

HS Code 

33021090

Damascenone Usage And Synthesis

Occurrence

Reported found in raspberry oil, Burley tobacco, apple, lemon balm, summer savory, anise, hyssop, apple juice, cooked apple, apricot, sweet and sour cherry, black currant berries, fresh blackberry, strawberry jam, hop oil rum, white wine, red wine, black tea, tomato, rye bread, blue cheese, cow, goat and sheep milk, hop oil, beer, cognac, rum, whiskies, scotch, cider, grape wines, coffee, tea, popcorn, oatmeal, soybean, plum, prune, beans, starfruit, mango, tamarind, dill seed, corn oil, okra, cape gooseberry, anise hyssop and Roman chamomile oil.

Uses

Damascenone is a fragrance ingredient that can be used in shampoos, fine fragrances, decorative cosmetics, toilet soaps as well as non-cosmetic products like household cleaners and detergents.

Preparation

By treating the corresponding ethyl safranate with allyl lithium, followed by catalytic isomerization of the reaction product; also from the oxirane derivative of β-damascone by an acid-catalyzed reaction.

Definition

ChEBI: Beta-damascenone is a cyclic monoterpene ketone that is 2,6,6-trimethylcyclohexa-1,3-diene substituted at position 1 by a crotonoyl group. It has a role as a fragrance, a volatile oil component and a plant metabolite. It is an enone, an apo carotenoid monoterpenoid and a cyclic monoterpene ketone.

Aroma threshold values

Detection: 0.0007 to 0.009 ppb. Aroma characteristics at 1.0%: sweet, brown woody, tobacco, davana-like fruity, with a spicy balsamic undernote.

Taste threshold values

Taste characteristics at 1 to 5 ppm: sweet brown, tea-like, davana dried fruity, with jamy berry, strawberry and raspberry nuances, woody, floral, herbal, green and fruity with spicy tobacco nuances.

General Description

Damascenone is a norisoprenoid ketone mainly found in red wines. It occurs naturally in tomato and grapes.

Biochem/physiol Actions

Taste at 1-5 ppm

Damascenone(23696-85-7)Related Product Information

• Tiglic aldehyde
• Cyclohexene
• Mesityl oxide
• 6-Methyl-5-hepten-2-one
• 2-Cyclohexen-1-one
• Phenylbutazone
• Methyl cyclopentenolone
• Trimethyl borate
• METHYLCYCLOHEXANONE
• Methyl vinyl ketone
• SAFRANAL
• 1,3-CYCLOHEXADIENE
• 1,4-HEXADIENE
• DAMASCONE
• METHYL CYCLOHEXADIENE
• 1-METHYL-1,3-CYCLOHEXADIENE
• 3,3-DIMETHYL-2-METHYLENE-BUTYRALDEHYDE
• Damascenone