Basic information Safety Supplier Related
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IRONE

Basic information Safety Supplier Related

IRONE Basic information

Product Name:
IRONE
Synonyms:
  • (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
CAS:
79-69-6
MF:
C14H22O
MW:
206.32
EINECS:
201-219-6
Product Categories:
  • Chiral Building Blocks
  • Ketones
  • ketone Flavor
  • Organic Building Blocks
Mol File:
79-69-6.mol
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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℃
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
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)
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Safety Information

Safety Statements 
23-24/25
WGK Germany 
2
RTECS 
EN0335000

MSDS

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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.

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

Preparation Products

Raw materials

IRONESupplier

Energy Chemical
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021-021-58432009 400-005-6266
Email
sales8178@energy-chemical.com
jiliang chemicals
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21-62165282 15801962796;
Email
bidingchem@163.com
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Email
sales@dolonchem.com
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 18112977050
Email
cb6@aikonchem.com