Ionone supplier | CasNO.8013-90-9

Name
Ionone
EINECS 232-396-8
CAS No. 8013-90-9
Density 0.944 g/cm³
Solubility insoluble
Melting Point
Formula C₁₃H₂₀O
Boiling Point 254.8 °C at 760 mmHg
Molecular Weight 192.33
Flash Point 121.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols R42/43:May cause sensitization by inhalation and skin contact.;
Synonyms Irisone;beta-lonone;Iraldeine;Lonone (mixed isomers);
PSA 34.14000
LogP 7.17230

Ionone Chemical Properties

The Molecular Structure of Ionone (CAS NO.8013-90-9):

IUPAC Name: (E)-4-(2,6,6-Trimethylcyclohex-2-en-1-yl)but-3-en-2-one
Molecular Formula: C₁₃H₂₀O
Molecular Weight: 192.3 g/mol
Density: 0.944 g/cm³
Boiling Point: 254.8 °C at 760mmHg
Flash Point: 121.3 °C
Molar Volume: 203.6cm³
Molar Refractivity: 61.7cm³
Surface Tension: 33.6dyne/cm
Enthalpy of Vaporization: 49.23kJ/mol
Vapour Pressure: 0.0169mmHg at 25 °C
Index of Refraction: 1.517
XLogP3-AA: 3
H-Bond Acceptor: 1
Rotatable Bond Count: 2
Tautomer Count: 12
Exact Mass: 192.151415
MonoIsotopic Mass: 192.151415
Topological Polar Surface Area: 17.1
Heavy Atom Count: 14
Canonical SMILES: CC1=CCCC(C1C=CC(=O)C)(C)C
Isomeric SMILES: CC1=CCCC(C1/C=C/C(=O)C)(C)C
InChI: InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7+
InChIKey: UZFLPKAIBPNNCA-BQYQJAHWSA-N
EINECS: 232-396-8
Product Categories: Biochemistry; Monocyclic Monoterpenes; Terpenes

Ionone Uses

Ionone (CAS NO.8013-90-9) can be used as synthetic food flavouring.

Ionone Production

Ionone can be made from citral and acetone with calcium oxide as a basic heterogeneous catalysis. The nucleophilic addition of the carbanion 3 of acetone 1 to the carbonylgroup on citral 4 is base catalysed. The aldol condensation product 5 eliminates water through the enolate ion 6 to the pseudoionone 7.

The reaction proceeds by acid catalysis where the double bond in 7 opens to form the carbocation 8. A rearrangement reaction of the carbocation follows with ring closure to 9. Finally a hydrogen atom can be abstracted from 9 by an acceptor molecule (Y) to form either 10 (extended conjugated system) or 11.

Ionone Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	subcutaneous	2605mg/kg (2605mg/kg)	Behavioral: Anticonvulsant Behavioral: Sleep	Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 46, Pg. 77, 1957.
rat	LD50	oral	4590mg/kg (4590mg/kg)	Behavioral: Somnolence (General Depressed Activity) Behavioral: Tremor	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.

Ionone Consensus Reports

Reported in EPA TSCA Inventory.

Ionone Safety Profile

RTECS: NO0700000
Moderately toxic by subcutaneous route.Mildly toxic by ingestion.Caution: May cause allergic reactions.Mutation data reported.

Ionone Specification

Ionone (CAS NO.8013-90-9) also can be called for Copaiba extract (resinoid) (South American spp. of Copaifera L.) ;
FEMA No. 2595 ; Iraldeine ; Irisone ; Lonone (mixed isomers) ; UNII-8IP66F9ODG ; beta-lonone ; beta-lonone (natural) . When heated to decomposition it emits acrid smoke and fumes.

Product Name

Ionone