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IRONE

IRONE Structure
CAS No.
79-69-6
Chemical Name:
IRONE
Synonyms
IRONE;α-irone;IRON-ALPHA;alpha-Irone;methyl-alpha-inon;Methyl-alpha-ionone;IRONE alpha REFINED;IRONE ALPHA 6065003;ALPHA-N-METHYLIONONE;5-methyl-alpha-ionone
CBNumber:
CB9184594
Molecular Formula:
C14H22O
Molecular Weight:
206.32
MOL File:
79-69-6.mol
MSDS File:
SDS
Modify Date:
2023/5/25 18:01:22

IRONE 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℃
FEMA 2597 | ALPHA-IRONE
refractive index n20/D 1.492
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

Risk and Safety Statements

Symbol(GHS) 
GHS09
Hazard statements  H412-H411
Precautionary statements  P273-P501
Safety Statements  23-24/25
WGK Germany  2
RTECS  EN0335000

IRONE price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 58220 Irone technical, mixture of isomers (mainly the α-isomer), ≥90% (GC) 79-69-6 5ML ₹9742.5 2022-06-14 Buy
Product number Packaging Price Buy
58220 5ML ₹9742.5 Buy

IRONE Chemical Properties,Uses,Production

Description

α-Irone has a characteristic orris and violet-like odor. The commercially prepared product corresponds generally to the α-isomer.

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.

Preparation

By intramolecular thermal H-ene reaction of an allysilane.

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.

General Description

Irone is a bioactive compound that is produced by an endophytic fungus in the rhizomes of Iris germanica.

Synthesis

Alpha-n-Methy lionone is synthesized by condensation of Methylethyl ketone with Citral, and cyclization of the resulting Pseudomethylionone. Cyclization may be carried out with Boron trifluoride or other agent.

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

Raw materials

Preparation Products

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(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 irone,mixtureofisomers(mainlythealpha-isomer) methyl-alpha-inon Methyl-alpha-ionone 4-(2,5,6,6-tetramethylcyclohex-2-enyl)but-3-en-2-one 5-methyl-alpha-ionone ALPHA-N-METHYLIONONE 4-(2,5,6,6-Tetramethylcyclohex-2-enyl)but-3-en-2-on IRON-ALPHA IRONE alpha REFINED IRONE (3E)-4-[(5R)-2,5β,6,6-Tetramethyl-1-cyclohexen-1-yl]-3-buten-2-one 4-(2,5,6,6-TetraMethylcyclohex-2-en-1-yl)but-3-en-2-one Irone technical, mixture of isomers (mainly the alpha-isomer), >=90% (GC) Irone (mixture of isomers) α-irone (e)-4-(2,5,6,6-Tetramethylcyclohex-2-en-1-yl)but-3-en-2-one IRONE ALPHA 6065003 79-69-6 Organic Building Blocks Ketones Asymmetric Synthesis Chiral Building Blocks Chiral Building Blocks Ketones Organic Building Blocks ketone Flavor