1-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]pent-1-en-3-one
Basic information
- CAS
127-42-4- Standard SMILES
CCC(=O)C=C[C@H]1C(C)=CCCC1(C)C- InChIKey
VPKMGDRERYMTJX-ZDUSSCGKSA-N- Molecular formula
- C14H22O
- Average molar mass
- 206.32 g/mol
- Monoisotopic mass
- 206.16706532
Overview
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Names & identifiers
- Preferred name
- 1-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]pent-1-en-3-one
- IUPAC
- 1-[(1R)-2,6,6-trimethylcyclohex-2-en-1-yl]pent-1-en-3-one
- English name
- FEMA 2597
- Molecular formula
- C14H22O
- Molecular weight
- 206.32
Names & synonyms
127-42-4SCHEMBL17627765IRONE ALPHAALPHA-METHYL IONONEFEMA 2711METHYL IONONE ALPHAIRONALMethyl-α-iononeFEMA 2597METHYLIRIDONL-MethyliononeALPHA-CENTRONE
Database identifiers
- CAS
127-42-4- PubChem CID
- 90967090
- EC Number
- 204-842-1
Properties
Computed structural properties
- XLogP
- 3.4
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 294
Experimental & physicochemical properties
FragrancesFragrance Ingredient (Methyl-alpha-ionone) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Physicochemical properties
- Boiling point
- 238 °C · 238 °C
- Density
- 0.928 · 0.928±0.06 g/cm3(Predicted)
- FEMA
- 2711 · 2711 | METHYL-ALPHA-IONONE
- Odor
- 10 % · at 10.00 % in dipropylene glycol. floral violet orris powdery woody
- Odor Type
- powdery
- JECFA Number
- 398 · 398
- Cosmetics Ingredients Functions
- PERFUMING
- LogP
- 4.39 · 4.39
- Substances Added to Food (formerly EAFUS)
- METHYL-ALPHA-IONONE
- FDA UNII
- 5 X3FBG7 · QMK5X3FBG7
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
H411 (> 99.9%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1496 reports by companies from 10 notifications to the ECHA C&L Inventory.
Warning
H315: Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P272, P280, P302+P352, P321, P332+P317, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: 1-Penten-3-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, [R-(E)]-
[R-(E)]-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)pent-1-en-3-one: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Ionones: Human health tier II assessment
Hazard Classes and Categories
Aquatic Chronic 2 (> 99.9%)
Skin irritation - category 2
Safety data
- tsca
- TSCA listed
- Symbol(GHS)
- GHS09
- Hazard statements
- H411
Chemistry & industry
Uses & manufacturing
Household ProductsInformation on 28 consumer products that contain Alpha-Methyl-Alpha-Ionone in the following categories is provided:
Use ClassificationFragrance Ingredients
General Manufacturing Information1-Penten-3-one, 1-[(1R)-2,6,6-trimethyl-2-cyclohexen-1-yl]-, (1E)-: ACTIVE
Applications
DescriptionMethyl-α-ionone has an odor similar to α-ionone but lighter and more rounded with a pleasant, fruity, and sweet nuance. May be prepared by condensation of citral with methyl ethyl ketone (see methyl y-ionone or α-iso-methylionone).Pectic enzymes are indispensable for making high-density fruit juice concentrates or purees. Enzyme depectinization is required for apple juice concentrate of about 72° Brix, which is made on a large scale, as otherwise a gel would result rather than the desired liquid concentrate. Pectic enzymes are useful in treating orange, grape and prune pulps prior to vacuum puff drying.
Preparation methods
PreparationBy condensation of citral with methyl ethyl ketone (see methyl γ-ionone or α-iso-methylionone)
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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