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23696-85-7

23696-85-7 Structure

23696-85-7 Structure
IdentificationMore
[Name]

Damascenone
[CAS]

23696-85-7
[Synonyms]

4-(2,6,6-Trimethyl cyclohexa-1,3-dienyl)but-2-en-4-one
DAMASCENONE
FEMA 3420
Trimethyl cyclohexadienyl butenone
1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-on
1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-Buten-1-one
beta-damascenone
Damasione
2-Buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-
DAMASCENON
DAMASCENONE TOTAL
1-(2,6,6-Trimethyl-1,3-cyclohexadienyl)-2-butene-1-one
1-(2,6,6-Trimethylcyclohexa-1,3-diene-1-yl)-2-butene-1-one
1-(2-Butenoyl)-2,6,6-trimethyl-1,3-cyclohexadiene
3,5,8-Megastigmatrien-7-one
[EINECS(EC#)]

245-833-2
[Molecular Formula]

C13H18O
[MDL Number]

MFCD00101024
[Molecular Weight]

190.28
[MOL File]

23696-85-7.mol
Chemical PropertiesBack Directory
[Boiling point ]

275.6±10.0 °C(Predicted)
[density ]

0.800
[FEMA ]

3420
[refractive index ]

1.350-1.380
[Fp ]

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
[Major Application]

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
[Cosmetics Ingredients Functions]

PERFUMING
FRAGRANCE
[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+
[InChIKey]

POIARNZEYGURDG-FNORWQNLSA-N
[SMILES]

C\C=C\C(=O)C1=C(C)C=CCC1(C)C
[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]

23696-85-7(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H317-H319
[Precautionary statements ]

P210-P233-P240-P280-P303+P361+P353-P305+P351+P338
[Hazard Codes ]

F
[Risk Statements ]

R11:Highly Flammable.
[Safety Statements ]

S7:Keep container tightly closed .
S16:Keep away from sources of ignition-No smoking .
[RIDADR ]

UN 1170
[WGK Germany ]

3
[TSCA ]

TSCA listed
[HS Code ]

33021090
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Aquatic Chronic 2
Skin Sens. 1
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Mesityl oxide-->trans-1,3-Pentadiene-->Methanone, (2,6,6-trimethyl-2-cyclohexen-1-ylidene)--->Geranic acid-->2,6,6-trimethylcyclohex-2-ene-1-carboxylic acid-->Beta-Damascone
[Preparation Products]

beta-Damascenone
Hazard InformationBack Directory
[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.
[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.
[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.
[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
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

23696-85-7(sigmaaldrich)
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