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

JECFA Number

403

Merck 

13,5111

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 Information

Safety Statements 

23-24/25

WGK Germany 

2

RTECS 

EN0335000

MSDS

• Language:English Provider:SigmaAldrich

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(79-69-6)Related Product Information

• ZEARALANONE
• Cedryl acetate
• Ionone
• alpha-Ionone
• METHYLIONONE
• ORRIS CONCRETE 8% IRONE,ORRIS CONCRETE 15% IRONE
• IRONE ALPHA
• gamma-irone
• cis-(+)-α-Irone
• (2R,6S)-irone
• trans-(+)-γ-Irone
• beta-irone