IRONE

IRONE
  • CAS No.:79-69-6
Other grades of this product :
IRONE Basic information
Product Name:IRONE
Synonyms:(3E)-4-(2,5,6,6-Tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one;3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-;3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-, cis-;4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-3-buten-2-on;4-(2,5,6,6-tetramethyl-2-cyclo-hexen-1-yl)-3-buten-2-one;4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-3-Buten-2-one;alpha-Ionone, 6-methyl-;alpha-Irone
CAS:79-69-6
MF:C14H22O
MW:206.32
EINECS:201-219-6
Product Categories:Chiral Building Blocks;Ketones;ketone Flavor;Organic Building Blocks
Mol File:79-69-6.mol
IRONE Chemical Properties
Melting point <25 °C
Boiling point 285.19°C (rough estimate)
density 0.934 g/mL at 20 °C(lit.)
vapor pressure 0.4Pa at 20℃
refractive index n20/D 1.492
FEMA 2597 | ALPHA-IRONE
form Liquid
JECFA Number403
Merck 13,5111
BRN 1343498
LogP3.8-4 at 35℃ and pH7
EPA Substance Registry System3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)- (79-69-6)
Safety Information
Safety Statements 23-24/25
WGK Germany 2
RTECS EN0335000
MSDS Information
ProviderLanguage
SigmaAldrich English
IRONE Usage And Synthesis
Descriptionα-Irone has a characteristic orris and violet-like odor. The commercially prepared product corresponds generally to the α-isomer.
Chemical Propertiesα- Irone has a rich, floral and natural character and constitutes an important element in orris and violet compositions as well as being useful when an exotic nuance is required. α-Irone is extremely diffusive, and it gives volume and tenacity to compositions. In combination with α-irisone (1:20, respectively) gives a natural orris effect.
Chemical PropertiesYellowish liquid; Soluble in alcohol. A mixture of three isomers (α-, βand γ-irone).
OccurrenceReported found in orris root, raspberry and flowers of Pittosporum sp
UsesPerfumery, violet odor. The α isomer is also used as a flavoring agent.
DefinitionChEBI: A methyl ketone that is alpha-ionone in which a hydrogen at position 5 of the cyclohex-2-en-1-yl ring is substituted by a methyl group.
PreparationBy intramolecular thermal H-ene reaction of an allysilane.
Taste threshold valuesTaste characteristics at 10 ppm: woody, fruity, raspberry, orris, and berry with seedy nuances.
General DescriptionIrone is a bioactive compound that is produced by an endophytic fungus in the rhizomes of Iris germanica.
Purification MethodsIf large amounts are available, then fractionate through a Podbielniak column (p 10) or an efficient spinning band column, but small amounts are distilled using a Kügelrohr apparatus. The 4-phenylsemicarbazone has m 174-175o (165-165.5o). [IR: Seidel & Ruzicka Helv Chim Acta 35 1826 1952, Naves Helv Chim Acta 31 1280 1948, Lecomte & Naves J Chim Phys 53 462 1956, Beilstein 7 IV 378.]
IRONE Preparation Products And Raw materials
Raw materials1,3-Butadiene-->Citral
Preparation ProductsMETHYLIONONE

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