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Irisone

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Irisone Basic information

Product Name:
Irisone
Synonyms:
  • 3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)-
  • 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-on
  • 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3-buten-2-one (beta-ionone)
  • 4-(2,6,6-trimethyl-1-cyclohexene-1-yl)-3-buten-2-one
  • 4-(2,6,6-Trimethyl-1-cyclohexen-l-yl)-3-buten-2-one
  • 4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-en-2-one
  • -Ionone,boronione
  • 5,7-Megastigmadien-9-one
CAS:
14901-07-6
MF:
C13H20O
MW:
192.3
EINECS:
238-969-9
Product Categories:
  • Pharmaceutical Intermediates
  • Biochemistry
  • Monocyclic Monoterpenes
  • Terpenes
Mol File:
14901-07-6.mol
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Irisone Chemical Properties

Melting point:
-49°C
Boiling point:
126-128 °C12 mm Hg(lit.)
Density 
0.945 g/mL at 25 °C(lit.)
vapor pressure 
1.706Pa at 25℃
refractive index 
n20/D 1.52(lit.)
FEMA 
2595 | BETA-IONONE
Flash point:
230 °F
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
pka
0[at 20 ℃]
form 
Liquid
color 
Clear slightly yellow to yellow
Odor
at 10.00 % in dipropylene glycol. floral woody sweet fruity berry tropical beeswax
Odor Type
floral
Water Solubility 
SLIGHTLY SOLUBLE
Merck 
14,5056
JECFA Number
389
BRN 
1909544
Dielectric constant
12.0(20℃)
Stability:
Light Sensitive
LogP
1.903 at 27℃
CAS DataBase Reference
14901-07-6(CAS DataBase Reference)
NIST Chemistry Reference
4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one(14901-07-6)
EPA Substance Registry System
4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one (14901-07-6)
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Safety Information

Hazard Codes 
Xi,N
Risk Statements 
38-51/53-36/37/38
Safety Statements 
61-36/37/39-27-26-24/25
RIDADR 
UN 3082 9/PG 3
WGK Germany 
2
RTECS 
EN0500000
HS Code 
29147000
Hazardous Substances Data
14901-07-6(Hazardous Substances Data)

MSDS

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Irisone Usage And Synthesis

Description

β-Ionone has a characteristic violet-like odor, more fruity and woody than α-ionone. May be prepared by condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents.

Chemical Properties

β-Ionone has a characteristic violet-like odor, more fruity and woody than α-ionone

Chemical Properties

clear slightly yellow to yellow liquid

Occurrence

Reported found in the distillate from flowers of Boronia megatisma Nees. Also reported found in apricot, orange juice, lemon peel oil, guava, grapes, melon, papaya, peach, raspberry, blackberry, carrot, peas, bell pepper, tomato, ginger, peppermint and spearmint oil, milk powder, beef, hop oil, cognac, whiskies, grape wines, tea, passion fruit, plum, beans, mushroom, starfruit, almonds, mango, fenugreek, tamarind, apple and pear brandy, rice bran, quince, prickly pear, sweet potato, buckwheat, corn oil, corn tortillas, loquat, mountain papaya, clary sage and other sources

Uses

beta-Lonone is an essential oil extract from the leaves and flowers of Succisa Pratensis that shows antioxidant and antimicrobial activities against bacteria.

Uses

β-Ionone may be used as a reference standard in the determination of β-ionone in wine using solid-phase extraction followed by gas chromatography with mass spectrometry (GC-MS).

Definition

ChEBI: Beta-ionone is an ionone that is but-3-en-2-one substituted by a 2,6,6-trimethylcyclohex-1-en-1-yl group at position 4. It has a role as an antioxidant and a fragrance.

Preparation

By condensing citral with acetone to form pseudoionone, which is then cyclized by acid-type reagents.

Aroma threshold values

Detection: 0.007 to 205 ppb

Taste threshold values

Taste characteristics art 10 ppm: woody, sweet, fruity, berry-like with a green berry background

General Description

Colorless to light yellow liquid with an odor of cedar wood. In very dilute alcoholic solution the odor resembles odor of violets. Used in perfumery.

Air & Water Reactions

Slightly water soluble .

Reactivity Profile

Irisone may react vigorously with oxidizing agents. May react exothermically with reducing agents to release hydrogen gas.

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic. May cause allergic reaction.

Flammability and Explosibility

Non flammable

Biochem/physiol Actions

Taste at 1-20 ppm

IrisoneSupplier

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