Alpha Ionone

Product Name:

Alpha ionone

Synonyms:

alpha-IONONE BRI FCC;(±)-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

CAS:

127-41-3

MF:

C13H20O

MW:

192.3

EINECS:

204-841-6

Product Categories:

Biochemistry;Monocyclic Monoterpenes;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Terpenes;C13 to C14;Carbonyl Compounds;Chemical Synthesis;Citrus aurantium (Seville orange);Ginkgo biloba;Ketones;Nutrition Research;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb)

Mol File:

127-41-3.mol

Melting point 

25°C

Boiling point 

259-263 °C(lit.)

density 

0.93 g/mL at 25 °C(lit.)

FEMA 

2594 | ALPHA-IONONE

refractive index 

n20/D 1.498(lit.)

Fp 

230 °F

storage temp. 

2-8°C

solubility 

Soluble in ethanol fixed oils, propylene glycol. Slightly soluble in alcohol, ether, mineral oil.

Water Solubility 

insoluble

JECFA Number

388

Merck 

14,5056

BRN 

2046084

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)

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

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 com[1]mercial 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).

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,

Preparation Products

Ionone

Raw materials

Sodium hydroxide-->Citral-->Litsea cubeba oil-->PSEUDOIONONE