Ionone Chemical Properties

Boiling point:

288.3°C (rough estimate)

Density 

0.9275 (rough estimate)

refractive index 

1.5200 (estimate)

FEMA 

2595 | BETA-IONONE

storage temp. 

Store below +30°C.

Odor

at 10.00 % in dipropylene glycol. violet sweet floral woody

Odor Type

floral

LogP

4.100

CAS DataBase Reference

8013-90-9(CAS DataBase Reference)

NIST Chemistry Reference

Ionone(8013-90-9)

EPA Substance Registry System

Ionone (8013-90-9)

Safety Information

RTECS 

NO0700000

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

Ionone Usage And Synthesis

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

Uses

Ionone for synthesis. CAS 8013-90-9, molar mass 192.3 g/mol.

Uses

Perfumery, chemical synthesis, flavoring, vitamin A production (β isomer).

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

Ionone(8013-90-9)Related Product Information

• (E)-alpha-Ionone,(E)-α-Ionon
• Trimethyl borate
• Mesotrione
• Trimethylsilylacetylene
• 3'-(Trifluoromethyl)acetophenone
• Lithium bis(trimethylsilyl)amide
• 4'-(Trifluoromethyl)acetophenone
• 3-METHYL-3-BUTEN-1-OL
• 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one (beta-ionone),-Ionone,boronion
• Shellac
• SHELLAC CERA
• ALPHA-ISO-METHYLIONONE
• PSI-IONONE
• PIPERONYL METHYL KETONE
• 3,5-OCTADIEN-2-ONE
• 6-METHYL-3,5-HEPTADIEN-2-ONE
• Methyl vinyl ketone
• IONONE METHYL