| Identification | More | [Name]
Ionone | [CAS]
8013-90-9 | [Synonyms]
4-(2,6,6-Trimethyl-2(1)-cyclohexen-1-yl)-3-buten-2-one
4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-3-BUTEN-2-ONE
IONONE
IONONE AB
JONONE
Ionone(alpha-,beta-mixture)
Iraldeine
ZONONE(ALPHA-,BETA-MIXTURE)
Ionon
IRIDON
IONONE, ALPHA, SS-MIXTURE
ALPHA/B-Ionone
IONONE NATURAL
IRISONE ALPHA EXTRA WHITE
IRISONE PURE
Ionone, alpha,-mixture | [EINECS(EC#)]
232-396-8 | [Molecular Formula]
C13H20O | [MDL Number]
MFCD00167092 | [Molecular Weight]
192.3 | [MOL File]
8013-90-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Light-yellow to colorless liquid; violet
odor.Soluble in
alcohol, ether, mineral oil, and propylene glycol;
insoluble in water and glycerol. | [Boiling point ]
288.3°C (rough estimate) | [density ]
0.9275 (rough estimate) | [vapor pressure ]
0.0013 hPa ( 20 °C) | [FEMA ]
2595 | [refractive index ]
1.5200 (estimate) | [storage temp. ]
Store below +30°C. | [form ]
liquid | [Odor]
at 10.00 % in dipropylene glycol. violet sweet floral woody | [Odor Type]
floral | [Cosmetics Ingredients Functions]
FRAGRANCE
ASTRINGENT
PERFUMING | [InChI]
1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+ | [InChIKey]
UZFLPKAIBPNNCA-BQYQJAHWSA-N | [SMILES]
O=C(C)\C=C\C1C(CCC=C1C)(C)C | [LogP]
4.100 | [Uses]
Perfumery, chemical synthesis, flavoring, vitamin A production (β isomer). | [CAS DataBase Reference]
8013-90-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Ionone(8013-90-9) | [EPA Substance Registry System]
8013-90-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Hazard statements ]
H411 | [WGK Germany ]
WGK 2 | [RTECS ]
NO0700000 | [TSCA ]
TSCA listed | [Storage Class]
10 - Combustible liquids | [Toxicity]
The acute oral LD50 value in rats was reported as 4.59 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964). The ip LD50 value in mice was reported as 2.27 g/kg |
| Hazard Information | Back Directory | [Chemical Properties]
Light-yellow to colorless liquid; violet
odor.Soluble in
alcohol, ether, mineral oil, and propylene glycol;
insoluble in water and glycerol. | [Occurrence]
The α-isomer has been reported in the essential oil of Sphaeranthus inducus L. and in the absolute essence of Acacia farnesiana. The ?-isomer has been reported to be found in raspberry, in the distillate from flowers of Boronia megatisma Nees., and in a few other essences (Fenaroli's Handbook of Flavor Ingredients, 1971). α-Ionone occurs in the essential oils of orange and Ligusticum elatum, in extract of Osmanthus fragrans Lour., in the flavour of tea, and in the essential oil of tangelo (Citrus reticulata Blanco χ C paradisi MacFayden). ?-Ionone is an important constituent of essential oils of Cunila lythrifolia Benth., and Siparuna nicaraguensis Heml. ; it has also been found in tomatoes | [Preparation]
By chemical synthesis or by condensing citral with acetone to form pseudo-ionone which is then cyclized by acid-type reagents (Bedoukian, 1967). | [Metabolism]
Ionones are metabolized mainly by oxidation of the ring system at the carbon atom alpha to the ring double bond and by reduction of the carbonyl group (Williams, 1959). On administration to dogs α-ionone is hydroxylated in the ring at the carbon atom which is alpha to the ring double bond to yield 5-hydroxy-a-ionone (Prelog, Wursch & Meier. 1951). Rabbits dosed orally with /Monone excreted in the urine unchanged ?-ionone, 3-oxo-?-ionone, 3-oxo-?- ionol, dihydro-3-oxo-?-ionol and 3-hydroxy-?-ionol. Excretion products were isolated as 2,4-dinitrophenyl: hydrazone derivatives and as p-nitrobenzoate derivatives. The glucuronides of 3-oxo-?-ionol and dihydro-3- oxo-j?-ionol were also detected in the urine |
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