alpha-Ionone
alpha-Ionone Basic information
- Product Name:
- alpha-Ionone
- Synonyms:
-
- (±)-4-trans-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one
- (3E)-4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
- (E)-alpha-Ionone
- (E)-α-Ionone
- (R,S)-3-(E)-Buten-2-one,4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-
- 4-(2,6,6-
- ALPHA-CYCLOCITRYLIDENEACETONE
- ALPHA-IONONE
- CAS:
- 127-41-3
- MF:
- C13H20O
- MW:
- 192.3
- EINECS:
- 204-841-6
- Product Categories:
-
- Biochemistry
- Monocyclic Monoterpenes
- Terpenes
- Building Blocks
- C13 to C14
- Carbonyl Compounds
- Intermediates & Fine Chemicals
- Chemical Synthesis
- Citrus aurantium (Seville orange)
- Ginkgo biloba
- Ketones
- Nutrition Research
- Organic Building Blocks
- Phytochemicals by Plant (Food/Spice/Herb)
- Pharmaceuticals
- Mol File:
- 127-41-3.mol
alpha-Ionone Chemical Properties
- Melting point:
- 25°C
- Boiling point:
- 259-263 °C(lit.)
- Density
- 0.93 g/mL at 25 °C(lit.)
- vapor pressure
- 0.133Pa
- FEMA
- 2594 | ALPHA-IONONE
- refractive index
- n20/D 1.498(lit.)
- Flash point:
- 230 °F
- storage temp.
- 2-8°C
- solubility
- Soluble in ethanol fixed oils, propylene glycol. Slightly soluble in alcohol, ether, mineral oil.
- form
- Oil
- color
- Clear Colourless
- Odor
- at 10.00 % in dipropylene glycol. sweet woody floral violet orris tropical fruity
- Odor Type
- floral
- Water Solubility
- insoluble
- Merck
- 14,5056
- JECFA Number
- 388
- BRN
- 2046084
- Dielectric constant
- 11.0(18℃)
- LogP
- 3.85 at 37℃
- CAS DataBase Reference
- 127-41-3(CAS DataBase Reference)
- NIST Chemistry Reference
- 3-Buten-2-one, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, (E)-(127-41-3)
- EPA Substance Registry System
- .alpha.-Ionone (127-41-3)
Safety Information
- Hazard Codes
- Xn,Xi
- Risk Statements
- 42-36-36/37/38
- Safety Statements
- 36-24/25-26-36/37/39-27
- WGK Germany
- 2
- RTECS
- EN0525000
- TSCA
- Yes
- HS Code
- 29142300
- Hazardous Substances Data
- 127-41-3(Hazardous Substances Data)
MSDS
- Language:English Provider:alpha-Ionone
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
alpha-Ionone Usage And Synthesis
Description
The alpha-ionone is the alpha form of ionone. The ionones denote a series of chemical substances belonging to rose ketones including carotene, damascenes and damascenones. It is found in various kinds of essential oils contained in some flowers such as violet. Ionone has three forms including alpha-, beta and gamma-. The alpha-ionone has the aroma odor of violet, which has been widely used in daily chemical flavor and tobacco-used flavor. The alpha-ionone can be made from the thermal decomposition of carotene.
References
Davis, Daniel L., Kenneth L. Stevens, and Leonard Jurd. "Chemistry of tobacco constituents. Oxidation of. alpha.-ionone and the acid-catalyzed rearrangement of 5-keto-. alpha.-ionone." Journal of agricultural and food chemistry 24.1 (1976): 187-189.
Fukuda, Kazuyuki C/O Kao Corporation. "PERFUME COMPOSITION." (2014).
Laroe, Earl G., and P. A. Shipley. "Whiskey composition:, formation of alpha-and beta-ionone by the thermal decomposition of beta-carotene."Journal of Agricultural & Food Chemistry 18.1(2002):1013-1017.
Description
α-Ionone has a characteristic violet-like odor. α-Ionone may be prepared by condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents.
Chemical Properties
α-Ionone has a warm, woody, berry characteristic violet-like odor. The composition of commercial ionones varies widely in the proportion of α- and β-isomers; the specifications given below refer to the best grade of α- and β-ionones and to a commercial grade that contains both α- and β-ionones.
Chemical Properties
clear yellow liquid
Uses
An aroma compound commonly found in essential oils such as rose oil. It is a degradation products of caratenoids produced by caratenoid cleavage dioxygenases (CCD).
Uses
alpha-Ionone, is used in many floral accords. Gives a violet flower nuance to compositions, but is also used in rose, woody, amber, balsamic, and powdery fragrances. It is also used in perfumery, flavoring, and vitamin A (retinol) production for cosmetics and toiletries. beta isomer shows a less floral odor than the alpha. It has good substantivity and is used in all areas of perfumery.
Definition
ChEBI: Alpha-ionone is an ionone, an enone and a methyl ketone.
General Description
α-lonone is a C13 norterpenoid formed from the degradation of carotenoids. It is an important fragrance compound used in perfume industries due to its characteristic fine violet and rose scents. Commercially α-lonone is used in cosmetics, personal care products, detergents, etc. As a flavoring agent, it is widely used in various beverages including wine and tea.
Flammability and Explosibility
Not classified
Purification Methods
Purify α-ionone through a spinning band fractionating column. The semicarbazone has m 157-157.5o (from EtOH) and [] D +433o (c 4,
alpha-Ionone Preparation Products And Raw materials
Preparation Products
Raw materials
alpha-IononeSupplier
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alpha-Ionone(127-41-3)Related Product Information
- Cyclohexene
- METHYL IONONE GAMMA
- ALPHA-ISO-METHYLIONONE
- α-Lipoic Acid
- Ionone
- Diethylstilbestrol
- Trimethyl borate
- Irisone
- PSEUDOIONONE
- 2-Cyclohexen-1-one
- alpha-Ionone, 6-methyl-,Methyl-alpha-ionone,5-methyl-alpha-ionone
- ISOMETHYL-ALPHA-IONONE,3-METHYL-4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-3-BUTEN-2-ONE
- Allyl-α-ionone
- METHYLIONONE
- FEMA 2597
- PIPERONYL METHYL KETONE
- Methyl vinyl ketone
- 3-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-Buten-2-on