beta-Ionone

beta-Ionone
Compound Structure:
Synonyms: trans-beta-Ionone;(E)-beta-Ionone;4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one;4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one;(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one;.beta.-Ionone;(E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en
Compound ID: NMPC-033
PubChem ID:

638014
Molecular Formula: C13H20O
Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=O)C
InChIKey: PSQYTAPXSHCGMF-BQYQJAHWSA-N
About the compound:

Beta-ionone is a clear to pale yellow liquid with a cedar wood scent, and in very diluted alcoholic solutions, it takes on a violet-like odor. This compound is commonly used in perfumery. Chemically, it's an ionone substituted with a 2,6,6-trimethylcyclohex-1-en-1-yl group at position 4, and it serves as both an antioxidant and a fragrance. Natural sources of beta-ionone include Nepeta nepetella and Vitis rotundifolia. Beta-Ionone belongs to the ionone family, which are cyclic terpenes. It's characterized by a cyclohexene ring with a methyl group, a pendant methyl group, and a carbonyl function. Its distinct aroma is reminiscent of violets. In the fragrance industry, beta-ionone plays a significant role, contributing to the floral scent of roses and other floral fragrances. It's also used sparingly in the flavor industry to impart a berry-like flavor. Additionally, research has explored its potential health effects and interactions with biological receptors.


GHS Hazard Statements    

H400 (17.41%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H411 (98.44%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
Properties:

Chemical and Physical Properties

 

Property Name

Property Value

Molecular Weight

192.30 g/mol

XLogP3-AA

2.9

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

1

Rotatable Bond Count

2

Exact Mass

192.151415257 g/mol

Monoisotopic Mass

192.151415257 g/mol

Topological Polar Surface Area

17.1Ų

Heavy Atom Count

14

Formal Charge

0

Complexity

292

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

0

Defined Bond Stereocenter Count

1

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Beta-ionone is a 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.

Boiling Point

284 °F at 18 mmHg (NTP, 1992)

Melting Point

-35 °C

Density

0.9462 (NTP, 1992)

Solubility 

Slightly soluble (NTP, 1992)

Vapor Pressure

0.054 mm Hg at 25 °C

 

National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.

Source: PubChem
Source Species: Bryophyllum pinnatum
Crateva adansonii
Ficus asperifolia
Ficus exasperata
Gongronema latifolium
Pachira glabra
Phyllanthus muellerianus
Vitex doniana
Eucalyptus cloeziana
Eucalyptus tereticornis
Acalypha segetalis
Pyrenacantha staudtii
Tecoma stans
Download SDF