Basic information Description References Safety Supplier Related
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alpha-Ionone

Basic information Description References Safety Supplier Related

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
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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)
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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

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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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