|
| 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 | | Odor | at 10.00 % in dipropylene glycol. orris floral berry violet woody powdery | | Odor Type | floral | | Merck | 13,5111 | | JECFA Number | 403 | | BRN | 1343498 | | LogP | 3.8-4 at 35℃ and pH7 | | EPA Substance Registry System | 3-Buten-2-one, 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)- (79-69-6) |
| Safety Statements | 23-24/25 | | WGK Germany | 2 | | RTECS | EN0335000 |
| | IRONE Usage And Synthesis |
| Description | α-Irone has a characteristic orris and violet-like odor. The commercially prepared product corresponds generally to the α-isomer. | | Chemical Properties | α- 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 Properties | Yellowish liquid; Soluble in alcohol. A mixture of three isomers (α-, βand γ-irone). | | Occurrence | Reported found in orris root, raspberry and flowers of Pittosporum sp | | Uses | Perfumery, violet odor. The α isomer is also
used as a flavoring agent. | | Definition | ChEBI: 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. | | Preparation | By intramolecular thermal H-ene reaction of an allysilane. | | Taste threshold values | Taste characteristics at 10 ppm: woody, fruity, raspberry, orris, and berry with seedy nuances.
| | General Description | Irone is a bioactive compound that is produced by an endophytic fungus in the rhizomes of Iris germanica. | | Purification Methods | If 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 |
|
